Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines
Cheapest Month May
Cheapest Day of the Week Thursday
Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Chicago to Dallas is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • United Airlines United Airlines
  • Contour Airlines Contour Airlines
  • Air Excursions Air Excursions
  • Air Canada Air Canada
  • Sun Country Airlines Sun Country Airlines
  • Alaska Airlines Alaska Airlines
Cheapest Month May

Travel Period: May 2025 - April 2026

The cheapest month(s) to fly from Chicago to Dallas is May.

  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
  • Feb 2026
  • Mar 2026
  • Apr 2026
Cheapest Day of the Week Thursday

The cheapest day(s) of the week to fly from Chicago to Dallas is Thursday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Wed, 2 Apr, 2025

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    • Airline Filter by Airline
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      • Availability
        • M
        • T
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        • T
        • F
        • S
        • S
      • 19:15 MDW
        21:35 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 19:15 - DAL 21:35 2h 20m Direct
      • MDWChicago Midway Airport 19:15
      • DALDallas/Fort Worth Love Field Airport 21:35
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3802)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3802)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 19:59 ORD
        22:50 DFW
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 19:59 - DFW 22:50 2h 51m Direct
      • ORDChicago O'Hare International Airport 19:59
      • DFWDallas/Fort Worth Intl Airport 22:50
      • 2h 51m
      • Direct
      • United Airlines (UA 2463)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2463)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 20:30 ORD
        23:21 DFW
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 20:30 - DFW 23:21 2h 51m Direct
      • ORDChicago O'Hare International Airport 20:30
      • DFWDallas/Fort Worth Intl Airport 23:21
      • 2h 51m
      • Direct
      • United Airlines (UA 2463)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2463)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 20:30 MDW
        22:50 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 20:30 - DAL 22:50 2h 20m Direct
      • MDWChicago Midway Airport 20:30
      • DALDallas/Fort Worth Love Field Airport 22:50
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3802)Boeing 737 700
      • Southwest Airlines (WN 3802)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 20:35 MDW
        22:55 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 20:35 - DAL 22:55 2h 20m Direct
      • MDWChicago Midway Airport 20:35
      • DALDallas/Fort Worth Love Field Airport 22:55
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 4791)Boeing 737 800
      • Southwest Airlines (WN 4791)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 20:35 ORD
        23:26 DFW
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 20:35 - DFW 23:26 2h 51m Direct
      • ORDChicago O'Hare International Airport 20:35
      • DFWDallas/Fort Worth Intl Airport 23:26
      • 2h 51m
      • Direct
      • American Airlines (AA 2281)Airbus
      • American Airlines (AA 2281)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Airbus
      • 20:40 MDW
        23:00 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 20:40 - DAL 23:00 2h 20m Direct
      • MDWChicago Midway Airport 20:40
      • DALDallas/Fort Worth Love Field Airport 23:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 4791)Boeing 737 700
      • Southwest Airlines (WN 4791)
        • -
        • T
        • W
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 05:00 ORD
        07:39 DFW
        2Hrs, 39m Direct
      • ORDChicago O'Hare International Airport 05:00 - DFW 07:39 2h 39m Direct
      • ORDChicago O'Hare International Airport 05:00
      • DFWDallas/Fort Worth Intl Airport 07:39
      • 2h 39m
      • Direct
      • American Airlines (AA 760)Boeing 737 800
      • American Airlines (AA 760)
        • M
        • T
        • W
        • T
        • F
        • S
        • -
      • Boeing 737 800
      • 05:01 ORD
        07:46 DFW
        2Hrs, 45m Direct
      • ORDChicago O'Hare International Airport 05:01 - DFW 07:46 2h 45m Direct
      • ORDChicago O'Hare International Airport 05:01
      • DFWDallas/Fort Worth Intl Airport 07:46
      • 2h 45m
      • Direct
      • Frontier Airlines (F9 3241)Airbus A320 Neo
      • Frontier Airlines (F9 3241)
        • M
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 05:10 MDW
        07:30 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 05:10 - DAL 07:30 2h 20m Direct
      • MDWChicago Midway Airport 05:10
      • DALDallas/Fort Worth Love Field Airport 07:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2332)Boeing 737 800
      • Southwest Airlines (WN 2332)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 05:30 MDW
        07:50 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 05:30 - DAL 07:50 2h 20m Direct
      • MDWChicago Midway Airport 05:30
      • DALDallas/Fort Worth Love Field Airport 07:50
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 472)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 472)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 05:50 MDW
        08:05 DAL
        2Hrs, 15m Direct
      • MDWChicago Midway Airport 05:50 - DAL 08:05 2h 15m Direct
      • MDWChicago Midway Airport 05:50
      • DALDallas/Fort Worth Love Field Airport 08:05
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 3480)Boeing 737 800
      • Southwest Airlines (WN 3480)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 06:00 MDW
        08:48 DFW
        2Hrs, 48m Direct
      • MDWChicago Midway Airport 06:00 - DFW 08:48 2h 48m Direct
      • MDWChicago Midway Airport 06:00
      • DFWDallas/Fort Worth Intl Airport 08:48
      • 2h 48m
      • Direct
      • Frontier Airlines (F9 1887)Airbus A320 Neo
      • Frontier Airlines (F9 1887)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus A320 Neo
      • 06:00 ORD
        08:36 DFW
        2Hrs, 36m Direct
      • ORDChicago O'Hare International Airport 06:00 - DFW 08:36 2h 36m Direct
      • ORDChicago O'Hare International Airport 06:00
      • DFWDallas/Fort Worth Intl Airport 08:36
      • 2h 36m
      • Direct
      • American Airlines (AA 2896)Airbus
      • American Airlines (AA 2896)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 06:40 MDW
        09:00 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 06:40 - DAL 09:00 2h 20m Direct
      • MDWChicago Midway Airport 06:40
      • DALDallas/Fort Worth Love Field Airport 09:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2332)Boeing 737 700
      • Southwest Airlines (WN 2332)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 06:55 ORD
        09:35 DFW
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 06:55 - DFW 09:35 2h 40m Direct
      • ORDChicago O'Hare International Airport 06:55
      • DFWDallas/Fort Worth Intl Airport 09:35
      • 2h 40m
      • Direct
      • American Airlines (AA 1555)Boeing 737 800
      • American Airlines (AA 1555)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 07:00 MDW
        09:20 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 07:00 - DAL 09:20 2h 20m Direct
      • MDWChicago Midway Airport 07:00
      • DALDallas/Fort Worth Love Field Airport 09:20
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2492)Boeing 737 700
      • Southwest Airlines (WN 2492)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 07:00 ORD
        09:42 DFW
        2Hrs, 42m Direct
      • ORDChicago O'Hare International Airport 07:00 - DFW 09:42 2h 42m Direct
      • ORDChicago O'Hare International Airport 07:00
      • DFWDallas/Fort Worth Intl Airport 09:42
      • 2h 42m
      • Direct
      • United Airlines (UA 729)Airbus
      • United Airlines (UA 729)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 07:00 ORD
        09:42 DFW
        2Hrs, 42m Direct
      • ORDChicago O'Hare International Airport 07:00 - DFW 09:42 2h 42m Direct
      • ORDChicago O'Hare International Airport 07:00
      • DFWDallas/Fort Worth Intl Airport 09:42
      • 2h 42m
      • Direct
      • United Airlines (UA 729)Boeing 737 800
      • United Airlines (UA 729)
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 07:00 ORD
        09:42 DFW
        2Hrs, 42m Direct
      • ORDChicago O'Hare International Airport 07:00 - DFW 09:42 2h 42m Direct
      • ORDChicago O'Hare International Airport 07:00
      • DFWDallas/Fort Worth Intl Airport 09:42
      • 2h 42m
      • Direct
      • United Airlines (UA 729)Boeing 737 700
      • United Airlines (UA 729)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 07:30 ORD
        10:00 DAL
        2Hrs, 30m Direct
      • ORDChicago O'Hare International Airport 07:30 - DAL 10:00 2h 30m Direct
      • ORDChicago O'Hare International Airport 07:30
      • DALDallas/Fort Worth Love Field Airport 10:00
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1724)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1724)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 07:30 ORD
        10:00 DAL
        2Hrs, 30m Direct
      • ORDChicago O'Hare International Airport 07:30 - DAL 10:00 2h 30m Direct
      • ORDChicago O'Hare International Airport 07:30
      • DALDallas/Fort Worth Love Field Airport 10:00
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1724)Boeing 737 700
      • Southwest Airlines (WN 1724)
        • M
        • -
        • -
        • T
        • F
        • S
        • -
      • Boeing 737 700
      • 07:30 ORD
        10:00 DAL
        2Hrs, 30m Direct
      • ORDChicago O'Hare International Airport 07:30 - DAL 10:00 2h 30m Direct
      • ORDChicago O'Hare International Airport 07:30
      • DALDallas/Fort Worth Love Field Airport 10:00
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1347)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1347)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 07:40 MDW
        10:00 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 07:40 - DAL 10:00 2h 20m Direct
      • MDWChicago Midway Airport 07:40
      • DALDallas/Fort Worth Love Field Airport 10:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3980)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3980)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 07:50 MDW
        10:33 DFW
        2Hrs, 43m Direct
      • MDWChicago Midway Airport 07:50 - DFW 10:33 2h 43m Direct
      • MDWChicago Midway Airport 07:50
      • DFWDallas/Fort Worth Intl Airport 10:33
      • 2h 43m
      • Direct
      • Frontier Airlines (F9 1887)Airbus A320 Neo
      • Frontier Airlines (F9 1887)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 08:15 ORD
        10:56 DFW
        2Hrs, 41m Direct
      • ORDChicago O'Hare International Airport 08:15 - DFW 10:56 2h 41m Direct
      • ORDChicago O'Hare International Airport 08:15
      • DFWDallas/Fort Worth Intl Airport 10:56
      • 2h 41m
      • Direct
      • American Airlines (AA 481)Boeing 737 800
      • American Airlines (AA 481)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 08:15 MDW
        11:55 DAL
        3Hrs, 40m Direct
      • MDWChicago Midway Airport 08:15 - DAL 11:55 3h 40m Direct
      • MDWChicago Midway Airport 08:15
      • DALDallas/Fort Worth Love Field Airport 11:55
      • 3h 40m
      • Direct
      • Southwest Airlines (WN 2987)Boeing 737 700
      • Southwest Airlines (WN 2987)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 08:40 MDW
        11:05 DAL
        2Hrs, 25m Direct
      • MDWChicago Midway Airport 08:40 - DAL 11:05 2h 25m Direct
      • MDWChicago Midway Airport 08:40
      • DALDallas/Fort Worth Love Field Airport 11:05
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 3197)Boeing 737 700
      • Southwest Airlines (WN 3197)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 08:55 MDW
        11:15 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 08:55 - DAL 11:15 2h 20m Direct
      • MDWChicago Midway Airport 08:55
      • DALDallas/Fort Worth Love Field Airport 11:15
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 21)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 21)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 09:10 ORD
        11:58 DFW
        2Hrs, 48m Direct
      • ORDChicago O'Hare International Airport 09:10 - DFW 11:58 2h 48m Direct
      • ORDChicago O'Hare International Airport 09:10
      • DFWDallas/Fort Worth Intl Airport 11:58
      • 2h 48m
      • Direct
      • Frontier Airlines (F9 3241)Airbus A321 Neo
      • Frontier Airlines (F9 3241)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus A321 Neo
      • 09:30 ORD
        12:17 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 09:30 - DFW 12:17 2h 47m Direct
      • ORDChicago O'Hare International Airport 09:30
      • DFWDallas/Fort Worth Intl Airport 12:17
      • 2h 47m
      • Direct
      • United Airlines (UA 1044)Boeing 737 Max 8 Passenger
      • United Airlines (UA 1044)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 09:30 ORD
        12:17 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 09:30 - DFW 12:17 2h 47m Direct
      • ORDChicago O'Hare International Airport 09:30
      • DFWDallas/Fort Worth Intl Airport 12:17
      • 2h 47m
      • Direct
      • United Airlines (UA 1044)Boeing 737 900
      • United Airlines (UA 1044)
        • M
        • T
        • W
        • T
        • F
        • S
        • -
      • Boeing 737 900
      • 09:45 MDW
        12:05 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 09:45 - DAL 12:05 2h 20m Direct
      • MDWChicago Midway Airport 09:45
      • DALDallas/Fort Worth Love Field Airport 12:05
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 366)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 366)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 09:55 ORD
        12:43 DFW
        2Hrs, 48m Direct
      • ORDChicago O'Hare International Airport 09:55 - DFW 12:43 2h 48m Direct
      • ORDChicago O'Hare International Airport 09:55
      • DFWDallas/Fort Worth Intl Airport 12:43
      • 2h 48m
      • Direct
      • Frontier Airlines (F9 3241)Airbus
      • Frontier Airlines (F9 3241)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 10:00 MDW
        12:20 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 10:00 - DAL 12:20 2h 20m Direct
      • MDWChicago Midway Airport 10:00
      • DALDallas/Fort Worth Love Field Airport 12:20
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 27)Boeing 737 800
      • Southwest Airlines (WN 27)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 10:05 MDW
        12:25 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 10:05 - DAL 12:25 2h 20m Direct
      • MDWChicago Midway Airport 10:05
      • DALDallas/Fort Worth Love Field Airport 12:25
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 366)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 366)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 10:15 ORD
        12:56 DFW
        2Hrs, 41m Direct
      • ORDChicago O'Hare International Airport 10:15 - DFW 12:56 2h 41m Direct
      • ORDChicago O'Hare International Airport 10:15
      • DFWDallas/Fort Worth Intl Airport 12:56
      • 2h 41m
      • Direct
      • American Airlines (AA 1109)Boeing 737 800
      • American Airlines (AA 1109)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 10:35 ORD
        13:22 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 10:35 - DFW 13:22 2h 47m Direct
      • ORDChicago O'Hare International Airport 10:35
      • DFWDallas/Fort Worth Intl Airport 13:22
      • 2h 47m
      • Direct
      • United Airlines (UA 307)Boeing 737 800
      • United Airlines (UA 307)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 10:37 ORD
        13:21 DFW
        2Hrs, 44m Direct
      • ORDChicago O'Hare International Airport 10:37 - DFW 13:21 2h 44m Direct
      • ORDChicago O'Hare International Airport 10:37
      • DFWDallas/Fort Worth Intl Airport 13:21
      • 2h 44m
      • Direct
      • American Airlines (AA 1109)Boeing 737 800
      • American Airlines (AA 1109)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 10:40 ORD
        13:27 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 10:40 - DFW 13:27 2h 47m Direct
      • ORDChicago O'Hare International Airport 10:40
      • DFWDallas/Fort Worth Intl Airport 13:27
      • 2h 47m
      • Direct
      • United Airlines (UA 307)Boeing 737 900
      • United Airlines (UA 307)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900
      • 10:45 ORD
        13:32 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 10:45 - DFW 13:32 2h 47m Direct
      • ORDChicago O'Hare International Airport 10:45
      • DFWDallas/Fort Worth Intl Airport 13:32
      • 2h 47m
      • Direct
      • United Airlines (UA 307)Boeing 737 Max 8 Passenger
      • United Airlines (UA 307)
        • -
        • T
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 10:47 ORD
        13:32 DFW
        2Hrs, 45m Direct
      • ORDChicago O'Hare International Airport 10:47 - DFW 13:32 2h 45m Direct
      • ORDChicago O'Hare International Airport 10:47
      • DFWDallas/Fort Worth Intl Airport 13:32
      • 2h 45m
      • Direct
      • United Airlines (UA 307)Boeing 737 Max 8 Passenger
      • United Airlines (UA 307)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 11:53 ORD
        14:33 DFW
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 11:53 - DFW 14:33 2h 40m Direct
      • ORDChicago O'Hare International Airport 11:53
      • DFWDallas/Fort Worth Intl Airport 14:33
      • 2h 40m
      • Direct
      • Spirit Airlines (NK 484)Airbus A320 Neo
      • Spirit Airlines (NK 484)
        • -
        • T
        • -
        • T
        • -
        • S
        • S
      • Airbus A320 Neo
      • 12:09 ORD
        14:51 DFW
        2Hrs, 42m Direct
      • ORDChicago O'Hare International Airport 12:09 - DFW 14:51 2h 42m Direct
      • ORDChicago O'Hare International Airport 12:09
      • DFWDallas/Fort Worth Intl Airport 14:51
      • 2h 42m
      • Direct
      • American Airlines (AA 1290)Boeing 737 800
      • American Airlines (AA 1290)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 12:10 MDW
        14:30 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 12:10 - DAL 14:30 2h 20m Direct
      • MDWChicago Midway Airport 12:10
      • DALDallas/Fort Worth Love Field Airport 14:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3353)Boeing 737 700
      • Southwest Airlines (WN 3353)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 12:25 MDW
        14:45 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 12:25 - DAL 14:45 2h 20m Direct
      • MDWChicago Midway Airport 12:25
      • DALDallas/Fort Worth Love Field Airport 14:45
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3762)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3762)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:00 MDW
        16:55 DAL
        3Hrs, 55m Direct
      • MDWChicago Midway Airport 13:00 - DAL 16:55 3h 55m Direct
      • MDWChicago Midway Airport 13:00
      • DALDallas/Fort Worth Love Field Airport 16:55
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 1585)Boeing 737 700
      • Southwest Airlines (WN 1585)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 13:00 MDW
        18:10 DAL
        5Hrs, 10m Direct
      • MDWChicago Midway Airport 13:00 - DAL 18:10 5h 10m Direct
      • MDWChicago Midway Airport 13:00
      • DALDallas/Fort Worth Love Field Airport 18:10
      • 5h 10m
      • Direct
      • Southwest Airlines (WN 1848)Boeing 737 700
      • Southwest Airlines (WN 1848)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 13:15 ORD
        16:02 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 13:15 - DFW 16:02 2h 47m Direct
      • ORDChicago O'Hare International Airport 13:15
      • DFWDallas/Fort Worth Intl Airport 16:02
      • 2h 47m
      • Direct
      • United Airlines (UA 2290)Boeing 737 800
      • United Airlines (UA 2290)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 13:15 ORD
        16:02 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 13:15 - DFW 16:02 2h 47m Direct
      • ORDChicago O'Hare International Airport 13:15
      • DFWDallas/Fort Worth Intl Airport 16:02
      • 2h 47m
      • Direct
      • United Airlines (UA 2290)Airbus
      • United Airlines (UA 2290)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 13:25 MDW
        17:20 DAL
        3Hrs, 55m Direct
      • MDWChicago Midway Airport 13:25 - DAL 17:20 3h 55m Direct
      • MDWChicago Midway Airport 13:25
      • DALDallas/Fort Worth Love Field Airport 17:20
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 4201)Boeing 737 700
      • Southwest Airlines (WN 4201)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 13:30 ORD
        16:00 DAL
        2Hrs, 30m Direct
      • ORDChicago O'Hare International Airport 13:30 - DAL 16:00 2h 30m Direct
      • ORDChicago O'Hare International Airport 13:30
      • DALDallas/Fort Worth Love Field Airport 16:00
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 3107)Boeing 737 800
      • Southwest Airlines (WN 3107)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 13:30 ORD
        16:00 DAL
        2Hrs, 30m Direct
      • ORDChicago O'Hare International Airport 13:30 - DAL 16:00 2h 30m Direct
      • ORDChicago O'Hare International Airport 13:30
      • DALDallas/Fort Worth Love Field Airport 16:00
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 2912)Boeing 737 700
      • Southwest Airlines (WN 2912)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 13:30 ORD
        16:00 DAL
        2Hrs, 30m Direct
      • ORDChicago O'Hare International Airport 13:30 - DAL 16:00 2h 30m Direct
      • ORDChicago O'Hare International Airport 13:30
      • DALDallas/Fort Worth Love Field Airport 16:00
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 2912)Boeing 737 800
      • Southwest Airlines (WN 2912)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 13:45 MDW
        16:05 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 13:45 - DAL 16:05 2h 20m Direct
      • MDWChicago Midway Airport 13:45
      • DALDallas/Fort Worth Love Field Airport 16:05
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 366)Boeing 737 800
      • Southwest Airlines (WN 366)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 14:00 MDW
        19:20 DAL
        5Hrs, 20m Direct
      • MDWChicago Midway Airport 14:00 - DAL 19:20 5h 20m Direct
      • MDWChicago Midway Airport 14:00
      • DALDallas/Fort Worth Love Field Airport 19:20
      • 5h 20m
      • Direct
      • Southwest Airlines (WN 2542)Boeing 737 700
      • Southwest Airlines (WN 2542)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 14:10 MDW
        16:30 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 14:10 - DAL 16:30 2h 20m Direct
      • MDWChicago Midway Airport 14:10
      • DALDallas/Fort Worth Love Field Airport 16:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3776)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3776)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 14:48 ORD
        17:39 DFW
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 14:48 - DFW 17:39 2h 51m Direct
      • ORDChicago O'Hare International Airport 14:48
      • DFWDallas/Fort Worth Intl Airport 17:39
      • 2h 51m
      • Direct
      • Frontier Airlines (F9 3241)Airbus A321 Neo
      • Frontier Airlines (F9 3241)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A321 Neo
      • 14:50 MDW
        19:10 DAL
        4Hrs, 20m Direct
      • MDWChicago Midway Airport 14:50 - DAL 19:10 4h 20m Direct
      • MDWChicago Midway Airport 14:50
      • DALDallas/Fort Worth Love Field Airport 19:10
      • 4h 20m
      • Direct
      • Southwest Airlines (WN 2169)Boeing 737 700
      • Southwest Airlines (WN 2169)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 15:18 ORD
        17:56 DFW
        2Hrs, 38m Direct
      • ORDChicago O'Hare International Airport 15:18 - DFW 17:56 2h 38m Direct
      • ORDChicago O'Hare International Airport 15:18
      • DFWDallas/Fort Worth Intl Airport 17:56
      • 2h 38m
      • Direct
      • American Airlines (AA 2257)Boeing 737 800
      • American Airlines (AA 2257)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 15:35 ORD
        18:30 DFW
        2Hrs, 55m Direct
      • ORDChicago O'Hare International Airport 15:35 - DFW 18:30 2h 55m Direct
      • ORDChicago O'Hare International Airport 15:35
      • DFWDallas/Fort Worth Intl Airport 18:30
      • 2h 55m
      • Direct
      • Frontier Airlines (F9 3241)Airbus A320 Neo
      • Frontier Airlines (F9 3241)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 15:40 MDW
        19:35 DAL
        3Hrs, 55m Direct
      • MDWChicago Midway Airport 15:40 - DAL 19:35 3h 55m Direct
      • MDWChicago Midway Airport 15:40
      • DALDallas/Fort Worth Love Field Airport 19:35
      • 3h 55m
      • Direct
      • Southwest Airlines (WN 2064)Boeing 737 700
      • Southwest Airlines (WN 2064)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 15:45 ORD
        18:32 DFW
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 15:45 - DFW 18:32 2h 47m Direct
      • ORDChicago O'Hare International Airport 15:45
      • DFWDallas/Fort Worth Intl Airport 18:32
      • 2h 47m
      • Direct
      • United Airlines (UA 793)Boeing 737 700
      • United Airlines (UA 793)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 16:05 MDW
        18:30 DAL
        2Hrs, 25m Direct
      • MDWChicago Midway Airport 16:05 - DAL 18:30 2h 25m Direct
      • MDWChicago Midway Airport 16:05
      • DALDallas/Fort Worth Love Field Airport 18:30
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 2744)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2744)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 16:20 ORD
        19:09 DFW
        2Hrs, 49m Direct
      • ORDChicago O'Hare International Airport 16:20 - DFW 19:09 2h 49m Direct
      • ORDChicago O'Hare International Airport 16:20
      • DFWDallas/Fort Worth Intl Airport 19:09
      • 2h 49m
      • Direct
      • Frontier Airlines (F9 3241)Airbus
      • Frontier Airlines (F9 3241)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus
      • 16:31 MDW
        19:13 DFW
        2Hrs, 42m Direct
      • MDWChicago Midway Airport 16:31 - DFW 19:13 2h 42m Direct
      • MDWChicago Midway Airport 16:31
      • DFWDallas/Fort Worth Intl Airport 19:13
      • 2h 42m
      • Direct
      • Frontier Airlines (F9 1887)Airbus A320 Neo
      • Frontier Airlines (F9 1887)
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • Airbus A320 Neo
      • 16:35 MDW
        19:00 DAL
        2Hrs, 25m Direct
      • MDWChicago Midway Airport 16:35 - DAL 19:00 2h 25m Direct
      • MDWChicago Midway Airport 16:35
      • DALDallas/Fort Worth Love Field Airport 19:00
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 2744)Boeing 737 700
      • Southwest Airlines (WN 2744)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 16:36 MDW
        19:18 DFW
        2Hrs, 42m Direct
      • MDWChicago Midway Airport 16:36 - DFW 19:18 2h 42m Direct
      • MDWChicago Midway Airport 16:36
      • DFWDallas/Fort Worth Intl Airport 19:18
      • 2h 42m
      • Direct
      • Frontier Airlines (F9 2999)Airbus A320 Neo
      • Frontier Airlines (F9 2999)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 16:45 ORD
        19:16 DFW
        2Hrs, 31m Direct
      • ORDChicago O'Hare International Airport 16:45 - DFW 19:16 2h 31m Direct
      • ORDChicago O'Hare International Airport 16:45
      • DFWDallas/Fort Worth Intl Airport 19:16
      • 2h 31m
      • Direct
      • American Airlines (AA 2499)Airbus
      • American Airlines (AA 2499)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 16:45 MDW
        19:27 DFW
        2Hrs, 42m Direct
      • MDWChicago Midway Airport 16:45 - DFW 19:27 2h 42m Direct
      • MDWChicago Midway Airport 16:45
      • DFWDallas/Fort Worth Intl Airport 19:27
      • 2h 42m
      • Direct
      • Frontier Airlines (F9 2999)Airbus A320 Neo
      • Frontier Airlines (F9 2999)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 17:45 ORD
        20:10 DAL
        2Hrs, 25m Direct
      • ORDChicago O'Hare International Airport 17:45 - DAL 20:10 2h 25m Direct
      • ORDChicago O'Hare International Airport 17:45
      • DALDallas/Fort Worth Love Field Airport 20:10
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 1535)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1535)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 Max 8 Passenger
      • 17:55 MDW
        20:20 DAL
        2Hrs, 25m Direct
      • MDWChicago Midway Airport 17:55 - DAL 20:20 2h 25m Direct
      • MDWChicago Midway Airport 17:55
      • DALDallas/Fort Worth Love Field Airport 20:20
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 2744)Boeing 737 800
      • Southwest Airlines (WN 2744)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 18:00 MDW
        20:25 DAL
        2Hrs, 25m Direct
      • MDWChicago Midway Airport 18:00 - DAL 20:25 2h 25m Direct
      • MDWChicago Midway Airport 18:00
      • DALDallas/Fort Worth Love Field Airport 20:25
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 3802)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3802)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 18:30 MDW
        20:50 DAL
        2Hrs, 20m Direct
      • MDWChicago Midway Airport 18:30 - DAL 20:50 2h 20m Direct
      • MDWChicago Midway Airport 18:30
      • DALDallas/Fort Worth Love Field Airport 20:50
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2332)Boeing 737 700
      • Southwest Airlines (WN 2332)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 18:45 ORD
        21:37 DFW
        2Hrs, 52m Direct
      • ORDChicago O'Hare International Airport 18:45 - DFW 21:37 2h 52m Direct
      • ORDChicago O'Hare International Airport 18:45
      • DFWDallas/Fort Worth Intl Airport 21:37
      • 2h 52m
      • Direct
      • American Airlines (AA 550)Boeing 737 800
      • American Airlines (AA 550)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 18:45 ORD
        21:31 DFW
        2Hrs, 46m Direct
      • ORDChicago O'Hare International Airport 18:45 - DFW 21:31 2h 46m Direct
      • ORDChicago O'Hare International Airport 18:45
      • DFWDallas/Fort Worth Intl Airport 21:31
      • 2h 46m
      • Direct
      • American Airlines (AA 550)Airbus
      • American Airlines (AA 550)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus
      • 05:00 ORD
        10:50 DFW
        5Hrs, 50m 1 Stop (DEN)
      • ORDChicago O'Hare International Airport 05:00 - DFW 10:50 5h 50m 1 Stop (DEN) Denver
      • ORDChicago O'Hare International Airport 05:00
        DENDenver Intl Airport 07:45
      • DENDenver Intl Airport 06:50
        DFWDallas/Fort Worth Intl Airport 10:50
      • 5h 50m (55m)
      • 1 Stop DEN · Denver 55m
      • United Airlines (UA 2666)Airbus A321 Neo
        United Airlines (UA 2160)Airbus
      • United Airlines (UA 2666)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 05:00 ORD
        10:56 DFW
        5Hrs, 56m 1 Stop (DEN)
      • ORDChicago O'Hare International Airport 05:00 - DFW 10:56 5h 56m 1 Stop (DEN) Denver
      • ORDChicago O'Hare International Airport 05:00
        DENDenver Intl Airport 07:45
      • DENDenver Intl Airport 06:50
        DFWDallas/Fort Worth Intl Airport 10:56
      • 5h 56m (55m)
      • 1 Stop DEN · Denver 55m
      • United Airlines (UA 2666)Airbus A321 Neo
        United Airlines (UA 5751)Embraer 175
      • United Airlines (UA 2666)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:10 MDW
        11:10 DAL
        6Hrs, 00m 1 Stop (HOU)
      • MDWChicago Midway Airport 05:10 - DAL 11:10 6h 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 05:10
        HOUHouston Hobby Airport 10:00
      • HOUHouston Hobby Airport 07:50
        DALDallas/Fort Worth Love Field Airport 11:10
      • 6h (2h 10m)
      • 1 Stop HOU · Houston 2h 10m
      • Southwest Airlines (WN 474)Boeing 737 800
        Southwest Airlines (WN 16)Boeing 737 700
      • Southwest Airlines (WN 474)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 05:15 ORD
        10:55 DFW
        5Hrs, 40m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 05:15 - DFW 10:55 5h 40m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 05:15
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:15
        DFWDallas/Fort Worth Intl Airport 10:55
      • 5h 40m (1h 15m)
      • 1 Stop IAH · Houston 1h 15m
      • United Airlines (UA 678)Boeing 757 300 Series
        United Airlines (UA 5763)Embraer 175
      • United Airlines (UA 678)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:15 ORD
        10:52 DFW
        5Hrs, 37m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 05:15 - DFW 10:52 5h 37m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 05:15
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:15
        DFWDallas/Fort Worth Intl Airport 10:52
      • 5h 37m (1h 15m)
      • 1 Stop IAH · Houston 1h 15m
      • United Airlines (UA 678)Boeing 757 300 Series
        United Airlines (UA 1639)Airbus
      • United Airlines (UA 678)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • 05:15 ORD
        10:52 DFW
        5Hrs, 37m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 05:15 - DFW 10:52 5h 37m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 05:15
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:15
        DFWDallas/Fort Worth Intl Airport 10:52
      • 5h 37m (1h 15m)
      • 1 Stop IAH · Houston 1h 15m
      • United Airlines (UA 678)Boeing 757 300 Series
        United Airlines (UA 1639)Boeing 737 700
      • United Airlines (UA 678)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:20 MDW
        10:35 DAL
        5Hrs, 15m 1 Stop (BNA)
      • MDWChicago Midway Airport 05:20 - DAL 10:35 5h 15m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 05:20
        BNANashville Airport 08:30
      • BNANashville Airport 06:45
        DALDallas/Fort Worth Love Field Airport 10:35
      • 5h 15m (1h 45m)
      • 1 Stop BNA · Nashville 1h 45m
      • Southwest Airlines (WN 367)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1088)Boeing 737 700
      • Southwest Airlines (WN 367)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 05:20 MDW
        10:55 DAL
        5Hrs, 35m 1 Stop (DEN)
      • MDWChicago Midway Airport 05:20 - DAL 10:55 5h 35m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 05:20
        DENDenver Intl Airport 07:55
      • DENDenver Intl Airport 06:55
        DALDallas/Fort Worth Love Field Airport 10:55
      • 5h 35m (1h)
      • 1 Stop DEN · Denver 1h
      • Southwest Airlines (WN 1376)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2025)Boeing 737 800
      • Southwest Airlines (WN 1376)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:25 MDW
        10:40 DAL
        5Hrs, 15m 1 Stop (DEN)
      • MDWChicago Midway Airport 05:25 - DAL 10:40 5h 15m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 05:25
        DENDenver Intl Airport 07:45
      • DENDenver Intl Airport 07:00
        DALDallas/Fort Worth Love Field Airport 10:40
      • 5h 15m (45m)
      • 1 Stop DEN · Denver 45m
      • Southwest Airlines (WN 1929)Boeing 737 700
        Southwest Airlines (WN 2025)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1929)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 05:30 MDW
        09:50 DAL
        4Hrs, 20m 1 Stop (BNA)
      • MDWChicago Midway Airport 05:30 - DAL 09:50 4h 20m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 05:30
        BNANashville Airport 07:50
      • BNANashville Airport 06:55
        DALDallas/Fort Worth Love Field Airport 09:50
      • 4h 20m (55m)
      • 1 Stop BNA · Nashville 55m
      • Southwest Airlines (WN 367)Boeing 737 800
        Southwest Airlines (WN 1088)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 367)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 MDW
        11:20 DAL
        5Hrs, 35m 1 Stop (DEN)
      • MDWChicago Midway Airport 05:45 - DAL 11:20 5h 35m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 05:45
        DENDenver Intl Airport 08:25
      • DENDenver Intl Airport 07:20
        DALDallas/Fort Worth Love Field Airport 11:20
      • 5h 35m (1h 05m)
      • 1 Stop DEN · Denver 1h 05m
      • Southwest Airlines (WN 1376)Boeing 737 800
        Southwest Airlines (WN 3017)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1376)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:50 MDW
        11:30 DAL
        5Hrs, 40m 1 Stop (DEN)
      • MDWChicago Midway Airport 05:50 - DAL 11:30 5h 40m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 05:50
        DENDenver Intl Airport 08:35
      • DENDenver Intl Airport 07:25
        DALDallas/Fort Worth Love Field Airport 11:30
      • 5h 40m (1h 10m)
      • 1 Stop DEN · Denver 1h 10m
      • Southwest Airlines (WN 1376)Boeing 737 800
        Southwest Airlines (WN 3017)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1376)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:04 ORD
        12:00 DFW
        5Hrs, 56m 1 Stop (DCA)
      • ORDChicago O'Hare International Airport 06:04 - DFW 12:00 5h 56m 1 Stop (DCA) Washington
      • ORDChicago O'Hare International Airport 06:04
        DCAWashington Ronald Reagan National Airport 09:30
      • DCAWashington Ronald Reagan National Airport 08:58
        DFWDallas/Fort Worth Intl Airport 12:00
      • 5h 56m (32m)
      • 1 Stop DCA · Washington 32m
      • American Airlines (AA 523)Boeing 737 800
        American Airlines (AA 2572)Boeing 737 800
      • American Airlines (AA 523)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:10 MDW
        12:00 DAL
        5Hrs, 50m 1 Stop (HOU)
      • MDWChicago Midway Airport 06:10 - DAL 12:00 5h 50m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 06:10
        HOUHouston Hobby Airport 10:50
      • HOUHouston Hobby Airport 08:50
        DALDallas/Fort Worth Love Field Airport 12:00
      • 5h 50m (2h)
      • 1 Stop HOU · Houston 2h
      • Southwest Airlines (WN 474)Boeing 737 800
        Southwest Airlines (WN 18)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 474)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 MDW
        12:00 DAL
        5Hrs, 45m 1 Stop (STL)
      • MDWChicago Midway Airport 06:15 - DAL 12:00 5h 45m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:15
        STLSt Louis Lambert Intl Airport 10:15
      • STLSt Louis Lambert Intl Airport 07:25
        DALDallas/Fort Worth Love Field Airport 12:00
      • 5h 45m (2h 50m)
      • 1 Stop STL · Saint Louis 2h 50m
      • Southwest Airlines (WN 1045)Boeing 737 800
        Southwest Airlines (WN 4723)Boeing 737 800
      • Southwest Airlines (WN 1045)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:20 MDW
        11:20 DAL
        5Hrs, 00m 1 Stop (STL)
      • MDWChicago Midway Airport 06:20 - DAL 11:20 5h 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:20
        STLSt Louis Lambert Intl Airport 09:35
      • STLSt Louis Lambert Intl Airport 07:30
        DALDallas/Fort Worth Love Field Airport 11:20
      • 5h (2h 05m)
      • 1 Stop STL · Saint Louis 2h 05m
      • Southwest Airlines (WN 1045)Boeing 737 700
        Southwest Airlines (WN 4723)Boeing 737 800
      • Southwest Airlines (WN 1045)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:25 MDW
        12:00 DAL
        5Hrs, 35m 1 Stop (STL)
      • MDWChicago Midway Airport 06:25 - DAL 12:00 5h 35m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:25
        STLSt Louis Lambert Intl Airport 10:15
      • STLSt Louis Lambert Intl Airport 07:35
        DALDallas/Fort Worth Love Field Airport 12:00
      • 5h 35m (2h 40m)
      • 1 Stop STL · Saint Louis 2h 40m
      • Southwest Airlines (WN 461)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4723)Boeing 737 800
      • Southwest Airlines (WN 461)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:30 MDW
        12:40 DAL
        6Hrs, 10m 1 Stop (HOU)
      • MDWChicago Midway Airport 06:30 - DAL 12:40 6h 10m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 06:30
        HOUHouston Hobby Airport 11:30
      • HOUHouston Hobby Airport 09:10
        DALDallas/Fort Worth Love Field Airport 12:40
      • 6h 10m (2h 20m)
      • 1 Stop HOU · Houston 2h 20m
      • Southwest Airlines (WN 2666)Boeing 737 800
        Southwest Airlines (WN 22)Boeing 737 800
      • Southwest Airlines (WN 2666)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:30 MDW
        11:00 DAL
        4Hrs, 30m 1 Stop (MSY)
      • MDWChicago Midway Airport 06:30 - DAL 11:00 4h 30m 1 Stop (MSY) New Orleans
      • MDWChicago Midway Airport 06:30
        MSYNew Orleans Louis Armstrong Intl Airport 09:30
      • MSYNew Orleans Louis Armstrong Intl Airport 08:40
        DALDallas/Fort Worth Love Field Airport 11:00
      • 4h 30m (50m)
      • 1 Stop MSY · New Orleans 50m
      • Southwest Airlines (WN 1926)Boeing 737 800
        Southwest Airlines (WN 1250)Boeing 737 800
      • Southwest Airlines (WN 1926)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:30 MDW
        11:10 DAL
        4Hrs, 40m 1 Stop (HOU)
      • MDWChicago Midway Airport 06:30 - DAL 11:10 4h 40m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 06:30
        HOUHouston Hobby Airport 10:00
      • HOUHouston Hobby Airport 09:10
        DALDallas/Fort Worth Love Field Airport 11:10
      • 4h 40m (50m)
      • 1 Stop HOU · Houston 50m
      • Southwest Airlines (WN 2666)Boeing 737 800
        Southwest Airlines (WN 16)Boeing 737 700
      • Southwest Airlines (WN 2666)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:35 MDW
        10:20 DAL
        3Hrs, 45m 1 Stop (STL)
      • MDWChicago Midway Airport 06:35 - DAL 10:20 3h 45m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:35
        STLSt Louis Lambert Intl Airport 08:35
      • STLSt Louis Lambert Intl Airport 07:45
        DALDallas/Fort Worth Love Field Airport 10:20
      • 3h 45m (50m)
      • 1 Stop STL · Saint Louis 50m
      • Southwest Airlines (WN 1045)Boeing 737 800
        Southwest Airlines (WN 4723)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1045)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:45 MDW
        12:25 DAL
        5Hrs, 40m 1 Stop (MCI)
      • MDWChicago Midway Airport 06:45 - DAL 12:25 5h 40m 1 Stop (MCI) Kansas City
      • MDWChicago Midway Airport 06:45
        MCIKansas City International Airport 10:50
      • MCIKansas City International Airport 08:10
        DALDallas/Fort Worth Love Field Airport 12:25
      • 5h 40m (2h 40m)
      • 1 Stop MCI · Kansas City 2h 40m
      • Southwest Airlines (WN 4013)Boeing 737 700
        Southwest Airlines (WN 2943)Boeing 737 700
      • Southwest Airlines (WN 4013)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:45 MDW
        11:55 DAL
        5Hrs, 10m 1 Stop (MCI)
      • MDWChicago Midway Airport 06:45 - DAL 11:55 5h 10m 1 Stop (MCI) Kansas City
      • MDWChicago Midway Airport 06:45
        MCIKansas City International Airport 10:20
      • MCIKansas City International Airport 08:10
        DALDallas/Fort Worth Love Field Airport 11:55
      • 5h 10m (2h 10m)
      • 1 Stop MCI · Kansas City 2h 10m
      • Southwest Airlines (WN 4013)Boeing 737 700
        Southwest Airlines (WN 3350)Boeing 737 700
      • Southwest Airlines (WN 4013)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:50 ORD
        11:07 DFW
        4Hrs, 17m 1 Stop (MEM)
      • ORDChicago O'Hare International Airport 06:50 - DFW 11:07 4h 17m 1 Stop (MEM) Memphis
      • ORDChicago O'Hare International Airport 06:50
        MEMMemphis International Airport 09:24
      • MEMMemphis International Airport 08:41
        DFWDallas/Fort Worth Intl Airport 11:07
      • 4h 17m (43m)
      • 1 Stop MEM · Memphis 43m
      • American Airlines (AA 4782)Embraer Emb 175
        American Airlines (AA 3383)Embraer Emb 175
      • American Airlines (AA 4782)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 06:50 MDW
        11:25 DAL
        4Hrs, 35m 1 Stop (BNA)
      • MDWChicago Midway Airport 06:50 - DAL 11:25 4h 35m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 06:50
        BNANashville Airport 09:25
      • BNANashville Airport 08:20
        DALDallas/Fort Worth Love Field Airport 11:25
      • 4h 35m (1h 05m)
      • 1 Stop BNA · Nashville 1h 05m
      • Southwest Airlines (WN 1904)Boeing 737 800
        Southwest Airlines (WN 1088)Boeing 737 700
      • Southwest Airlines (WN 1904)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:50 ORD
        12:36 DFW
        5Hrs, 46m 1 Stop (MEM)
      • ORDChicago O'Hare International Airport 06:50 - DFW 12:36 5h 46m 1 Stop (MEM) Memphis
      • ORDChicago O'Hare International Airport 06:50
        MEMMemphis International Airport 10:53
      • MEMMemphis International Airport 08:41
        DFWDallas/Fort Worth Intl Airport 12:36
      • 5h 46m (2h 12m)
      • 1 Stop MEM · Memphis 2h 12m
      • American Airlines (AA 4782)Embraer Emb 175
        American Airlines (AA 3710)Embraer Emb 175
      • American Airlines (AA 4782)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 07:00 ORD
        12:35 DAL
        5Hrs, 35m 1 Stop (DEN)
      • ORDChicago O'Hare International Airport 07:00 - DAL 12:35 5h 35m 1 Stop (DEN) Denver
      • ORDChicago O'Hare International Airport 07:00
        DENDenver Intl Airport 09:40
      • DENDenver Intl Airport 08:40
        DALDallas/Fort Worth Love Field Airport 12:35
      • 5h 35m (1h)
      • 1 Stop DEN · Denver 1h
      • Southwest Airlines (WN 1481)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3017)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1481)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:00 ORD
        13:00 DAL
        6Hrs, 00m 1 Stop (DEN)
      • ORDChicago O'Hare International Airport 07:00 - DAL 13:00 6h 1 Stop (DEN) Denver
      • ORDChicago O'Hare International Airport 07:00
        DENDenver Intl Airport 10:00
      • DENDenver Intl Airport 08:40
        DALDallas/Fort Worth Love Field Airport 13:00
      • 6h (1h 20m)
      • 1 Stop DEN · Denver 1h 20m
      • Southwest Airlines (WN 1481)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2416)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1481)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:05 ORD
        12:16 DFW
        5Hrs, 11m 1 Stop (MCI)
      • ORDChicago O'Hare International Airport 07:05 - DFW 12:16 5h 11m 1 Stop (MCI) Kansas City
      • ORDChicago O'Hare International Airport 07:05
        MCIKansas City International Airport 10:28
      • MCIKansas City International Airport 08:51
        DFWDallas/Fort Worth Intl Airport 12:16
      • 5h 11m (1h 37m)
      • 1 Stop MCI · Kansas City 1h 37m
      • American Airlines (AA 4280)Embraer Emb 175
        American Airlines (AA 2107)Airbus
      • American Airlines (AA 4280)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 07:05 ORD
        11:27 DFW
        4Hrs, 22m 1 Stop (MCI)
      • ORDChicago O'Hare International Airport 07:05 - DFW 11:27 4h 22m 1 Stop (MCI) Kansas City
      • ORDChicago O'Hare International Airport 07:05
        MCIKansas City International Airport 09:36
      • MCIKansas City International Airport 08:51
        DFWDallas/Fort Worth Intl Airport 11:27
      • 4h 22m (45m)
      • 1 Stop MCI · Kansas City 45m
      • American Airlines (AA 4280)Embraer Emb 175
        American Airlines (AA 6347)Crj 700 Canadair Regional
      • American Airlines (AA 4280)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 07:10 ORD
        12:04 DFW
        4Hrs, 54m 1 Stop (BNA)
      • ORDChicago O'Hare International Airport 07:10 - DFW 12:04 4h 54m 1 Stop (BNA) Nashville
      • ORDChicago O'Hare International Airport 07:10
        BNANashville Airport 09:59
      • BNANashville Airport 08:49
        DFWDallas/Fort Worth Intl Airport 12:04
      • 4h 54m (1h 10m)
      • 1 Stop BNA · Nashville 1h 10m
      • American Airlines (AA 4160)Embraer 170
        American Airlines (AA 1356)Airbus
      • American Airlines (AA 4160)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 07:10 MDW
        12:55 DAL
        5Hrs, 45m 1 Stop (DCA)
      • MDWChicago Midway Airport 07:10 - DAL 12:55 5h 45m 1 Stop (DCA) Washington
      • MDWChicago Midway Airport 07:10
        DCAWashington Ronald Reagan National Airport 10:35
      • DCAWashington Ronald Reagan National Airport 10:00
        DALDallas/Fort Worth Love Field Airport 12:55
      • 5h 45m (35m)
      • 1 Stop DCA · Washington 35m
      • Southwest Airlines (WN 4786)Boeing 737 700
        Southwest Airlines (WN 2694)Boeing 737 700
      • Southwest Airlines (WN 4786)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:10 MDW
        13:00 DAL
        5Hrs, 50m 1 Stop (DCA)
      • MDWChicago Midway Airport 07:10 - DAL 13:00 5h 50m 1 Stop (DCA) Washington
      • MDWChicago Midway Airport 07:10
        DCAWashington Ronald Reagan National Airport 10:40
      • DCAWashington Ronald Reagan National Airport 10:00
        DALDallas/Fort Worth Love Field Airport 13:00
      • 5h 50m (40m)
      • 1 Stop DCA · Washington 40m
      • Southwest Airlines (WN 4786)Boeing 737 700
        Southwest Airlines (WN 2418)Boeing 737 700
      • Southwest Airlines (WN 4786)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:15 MDW
        13:00 DAL
        5Hrs, 45m 1 Stop (DEN)
      • MDWChicago Midway Airport 07:15 - DAL 13:00 5h 45m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 07:15
        DENDenver Intl Airport 10:00
      • DENDenver Intl Airport 08:50
        DALDallas/Fort Worth Love Field Airport 13:00
      • 5h 45m (1h 10m)
      • 1 Stop DEN · Denver 1h 10m
      • Southwest Airlines (WN 3479)Boeing 737 700
        Southwest Airlines (WN 2416)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3479)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:20 MDW
        13:05 DAL
        5Hrs, 45m 1 Stop (DCA)
      • MDWChicago Midway Airport 07:20 - DAL 13:05 5h 45m 1 Stop (DCA) Washington
      • MDWChicago Midway Airport 07:20
        DCAWashington Ronald Reagan National Airport 10:45
      • DCAWashington Ronald Reagan National Airport 10:10
        DALDallas/Fort Worth Love Field Airport 13:05
      • 5h 45m (35m)
      • 1 Stop DCA · Washington 35m
      • Southwest Airlines (WN 4786)Boeing 737 700
        Southwest Airlines (WN 2694)Boeing 737 700
      • Southwest Airlines (WN 4786)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:30 ORD
        12:57 DFW
        5Hrs, 27m 1 Stop (IND)
      • ORDChicago O'Hare International Airport 07:30 - DFW 12:57 5h 27m 1 Stop (IND) Indianapolis
      • ORDChicago O'Hare International Airport 07:30
        INDIndianapolis Airport 11:29
      • INDIndianapolis Airport 09:43
        DFWDallas/Fort Worth Intl Airport 12:57
      • 5h 27m (1h 46m)
      • 1 Stop IND · Indianapolis 1h 46m
      • American Airlines (AA 3963)Embraer 170
        American Airlines (AA 1506)Boeing 737 800
      • American Airlines (AA 3963)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 07:40 MDW
        13:30 DAL
        5Hrs, 50m 1 Stop (SAT)
      • MDWChicago Midway Airport 07:40 - DAL 13:30 5h 50m 1 Stop (SAT) San Antonio
      • MDWChicago Midway Airport 07:40
        SATSan Antonio International Airport 12:15
      • SATSan Antonio International Airport 10:25
        DALDallas/Fort Worth Love Field Airport 13:30
      • 5h 50m (1h 50m)
      • 1 Stop SAT · San Antonio 1h 50m
      • Southwest Airlines (WN 2094)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 979)Boeing 737 700
      • Southwest Airlines (WN 2094)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:40 MDW
        12:25 DAL
        4Hrs, 45m 1 Stop (ATL)
      • MDWChicago Midway Airport 07:40 - DAL 12:25 4h 45m 1 Stop (ATL) Atlanta
      • MDWChicago Midway Airport 07:40
        ATLAtlanta Hartsfield-Jackson Intl Airport 11:10
      • ATLAtlanta Hartsfield-Jackson Intl Airport 10:30
        DALDallas/Fort Worth Love Field Airport 12:25
      • 4h 45m (40m)
      • 1 Stop ATL · Atlanta 40m
      • Southwest Airlines (WN 2269)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3350)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2269)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:40 MDW
        12:40 DAL
        5Hrs, 00m 1 Stop (AUS)
      • MDWChicago Midway Airport 07:40 - DAL 12:40 5h 1 Stop (AUS) Austin
      • MDWChicago Midway Airport 07:40
        AUSAustin-Bergstrom International Airport 11:35
      • AUSAustin-Bergstrom International Airport 10:20
        DALDallas/Fort Worth Love Field Airport 12:40
      • 5h (1h 15m)
      • 1 Stop AUS · Austin 1h 15m
      • Southwest Airlines (WN 1311)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 693)Boeing 737 700
      • Southwest Airlines (WN 1311)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:45 MDW
        12:50 DAL
        5Hrs, 05m 1 Stop (SAT)
      • MDWChicago Midway Airport 07:45 - DAL 12:50 5h 05m 1 Stop (SAT) San Antonio
      • MDWChicago Midway Airport 07:45
        SATSan Antonio International Airport 11:40
      • SATSan Antonio International Airport 10:35
        DALDallas/Fort Worth Love Field Airport 12:50
      • 5h 05m (1h 05m)
      • 1 Stop SAT · San Antonio 1h 05m
      • Southwest Airlines (WN 3872)Boeing 737 800
        Southwest Airlines (WN 4632)Boeing 737 800
      • Southwest Airlines (WN 3872)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:45 ORD
        13:31 DFW
        5Hrs, 46m 1 Stop (IAH)
      • ORDChicago O'Hare International Airport 07:45 - DFW 13:31 5h 46m 1 Stop (IAH) Houston
      • ORDChicago O'Hare International Airport 07:45
        IAHHouston George Bush Intercontinental Airport 12:00
      • IAHHouston George Bush Intercontinental Airport 10:45
        DFWDallas/Fort Worth Intl Airport 13:31
      • 5h 46m (1h 15m)
      • 1 Stop IAH · Houston 1h 15m
      • United Airlines (UA 2231)Boeing 737 900
        United Airlines (UA 6326)Embraer 175
      • United Airlines (UA 2231)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 07:50 MDW
        12:45 DAL
        4Hrs, 55m 1 Stop (MCI)
      • MDWChicago Midway Airport 07:50 - DAL 12:45 4h 55m 1 Stop (MCI) Kansas City
      • MDWChicago Midway Airport 07:50
        MCIKansas City International Airport 11:10
      • MCIKansas City International Airport 09:15
        DALDallas/Fort Worth Love Field Airport 12:45
      • 4h 55m (1h 55m)
      • 1 Stop MCI · Kansas City 1h 55m
      • Southwest Airlines (WN 1644)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1882)Boeing 737 800
      • Southwest Airlines (WN 1644)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:55 MDW
        13:30 DAL
        5Hrs, 35m 1 Stop (DEN)
      • MDWChicago Midway Airport 07:55 - DAL 13:30 5h 35m 1 Stop (DEN) Denver
      • MDWChicago Midway Airport 07:55
        DENDenver Intl Airport 10:35
      • DENDenver Intl Airport 09:35
        DALDallas/Fort Worth Love Field Airport 13:30
      • 5h 35m (1h)
      • 1 Stop DEN · Denver 1h
      • Southwest Airlines (WN 2341)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1446)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2341)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:55 MDW
        12:40 DAL
        4Hrs, 45m 1 Stop (HOU)
      • MDWChicago Midway Airport 07:55 - DAL 12:40 4h 45m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 07:55
        HOUHouston Hobby Airport 11:30
      • HOUHouston Hobby Airport 10:35
        DALDallas/Fort Worth Love Field Airport 12:40
      • 4h 45m (55m)
      • 1 Stop HOU · Houston 55m
      • Southwest Airlines (WN 519)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 22)Boeing 737 700
      • Southwest Airlines (WN 519)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:59 ORD
        13:35 DFW
        5Hrs, 36m 1 Stop (VPS)
      • ORDChicago O'Hare International Airport 07:59 - DFW 13:35 5h 36m 1 Stop (VPS) Valparaiso
      • ORDChicago O'Hare International Airport 07:59
        VPSValparaiso Fort Walton Beach Airport 11:19
      • VPSValparaiso Fort Walton Beach Airport 10:25
        DFWDallas/Fort Worth Intl Airport 13:35
      • 5h 36m (54m)
      • 1 Stop VPS · Valparaiso 54m
      • American Airlines (AA 3539)Embraer Emb 175
        American Airlines (AA 5056)Canadair Regional
      • American Airlines (AA 3539)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 08:00 MDW
        12:55 DAL
        4Hrs, 55m 1 Stop (ATL)
      • MDWChicago Midway Airport 08:00 - DAL 12:55 4h 55m 1 Stop (ATL) Atlanta
      • MDWChicago Midway Airport 08:00
        ATLAtlanta Hartsfield-Jackson Intl Airport 11:40
      • ATLAtlanta Hartsfield-Jackson Intl Airport 10:50
        DALDallas/Fort Worth Love Field Airport 12:55
      • 4h 55m (50m)
      • 1 Stop ATL · Atlanta 50m
      • Southwest Airlines (WN 2269)Boeing 737 800
        Southwest Airlines (WN 2196)Boeing 737 800
      • Southwest Airlines (WN 2269)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:00 ORD
        13:00 DFW
        5Hrs, 00m 1 Stop (STL)
      • ORDChicago O'Hare International Airport 08:00 - DFW 13:00 5h 1 Stop (STL) Saint Louis
      • ORDChicago O'Hare International Airport 08:00
        STLSt Louis Lambert Intl Airport 11:06
      • STLSt Louis Lambert Intl Airport 09:22
        DFWDallas/Fort Worth Intl Airport 13:00
      • 5h (1h 44m)
      • 1 Stop STL · Saint Louis 1h 44m
      • American Airlines (AA 4135)Embraer 170
        American Airlines (AA 2479)Airbus
      • American Airlines (AA 4135)
        • -
        • T
        • -
        • -
        • -
        • S
        • -
      • 08:00 MDW
        12:10 DAL
        4Hrs, 10m 1 Stop (MCI)
      • MDWChicago Midway Airport 08:00 - DAL 12:10 4h 10m 1 Stop (MCI) Kansas City
      • MDWChicago Midway Airport 08:00
        MCIKansas City International Airport 10:35
      • MCIKansas City International Airport 09:30
        DALDallas/Fort Worth Love Field Airport 12:10
      • 4h 10m (1h 05m)
      • 1 Stop MCI · Kansas City 1h 05m
      • Southwest Airlines (WN 1644)Boeing 737 800
        Southwest Airlines (WN 3350)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1644)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 08:00 ORD
        13:47 DFW
        5Hrs, 47m 1 Stop (PIT)
      • ORDChicago O'Hare International Airport 08:00 - DFW 13:47 5h 47m 1 Stop (PIT) Pittsburgh
      • ORDChicago O'Hare International Airport 08:00
        PITPittsburgh International Airport 11:38
      • PITPittsburgh International Airport 10:32
        DFWDallas/Fort Worth Intl Airport 13:47
      • 5h 47m (1h 06m)
      • 1 Stop PIT · Pittsburgh 1h 06m
      • American Airlines (AA 4583)Embraer Emb 175
        American Airlines (AA 1583)Boeing 737 800
      • American Airlines (AA 4583)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      • 08:00 ORD
        13:46 DFW
        5Hrs, 46m 1 Stop (DTW)
      • ORDChicago O'Hare International Airport 08:00 - DFW 13:46 5h 46m 1 Stop (DTW) Detroit
      • ORDChicago O'Hare International Airport 08:00
        DTWDetroit Wayne County 11:42
      • DTWDetroit Wayne County 10:30
        DFWDallas/Fort Worth Intl Airport 13:46
      • 5h 46m (1h 12m)
      • 1 Stop DTW · Detroit 1h 12m
      • American Airlines (AA 6494)Crj 700 Canadair Regional
        American Airlines (AA 1715)Boeing 737 800
      • American Airlines (AA 6494)
        • M
        • -
        • W
        • T
        • F
        • -
        • -
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Chicago to Dallas?

      The fastest flight time for direct flights from Chicago to Dallas is 2 hours 15 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Chicago to Dallas?

      The most popular airline flying from Chicago to Dallas is Spirit Airlines. Find the latest flight deals on Wego.

      How far is Dallas from Chicago?

      The flight distance between Chicago and Dallas is 1295km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:00. The last flight of the day departs at 19:15. See the full list of flight times on Wego.

      How many airlines offer direct flights from Chicago to Dallas?

      There are 5 airlines that offer direct flights from Chicago to Dallas. Find out the list of airlines on Wego.

      Popular Airlines Flying From Chicago to Dallas

      Spirit Airlines ‏()
      Frontier Airlines ‏()

      Popular Destinations From Dallas

      Popular Destinations From Chicago

      Popular Hotels in Dallas

      Hotels In Popular Destinations