Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 05:15 - 07:10
    OKC - MDW
  • 05:15 (OKC)Oklahoma City Will Rogers Airport
  • 07:10 (MDW)Chicago Midway Airport
  • (WN 713)Boeing 737 700
  • 1h 55m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 05:40 - 07:35
    OKC - MDW
  • 05:40 (OKC)Oklahoma City Will Rogers Airport
  • 07:35 (MDW)Chicago Midway Airport
  • (WN 713)Boeing 737 Max 8 Passenger
  • 1h 55m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 07:10 - 09:20
    OKC - ORD
  • 07:10 (OKC)Oklahoma City Will Rogers Airport
  • 09:20 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3516)Embraer Emb 175
  • 2h 10m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer Emb 175
  • 07:40 - 10:00
    OKC - ORD
  • 07:40 (OKC)Oklahoma City Will Rogers Airport
  • 10:00 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5364)Embraer 175
  • 2h 20m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 12:10 - 14:25
    OKC - ORD
  • 12:10 (OKC)Oklahoma City Will Rogers Airport
  • 14:25 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3055)Crj 700 Canadair Regional
  • 2h 15m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Crj 700 Canadair Regional
  • 13:20 - 15:10
    OKC - MDW
  • 13:20 (OKC)Oklahoma City Will Rogers Airport
  • 15:10 (MDW)Chicago Midway Airport
  • (WN 713)Boeing 737 700
  • 1h 50m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 14:40 - 16:57
    OKC - ORD
  • 14:40 (OKC)Oklahoma City Will Rogers Airport
  • 16:57 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5357)Embraer 175
  • 2h 17m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 16:35 - 18:25
    OKC - MDW
  • 16:35 (OKC)Oklahoma City Will Rogers Airport
  • 18:25 (MDW)Chicago Midway Airport
  • (WN 409)Boeing 737 700
  • 1h 50m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 17:34 - 19:45
    OKC - ORD
  • 17:34 (OKC)Oklahoma City Will Rogers Airport
  • 19:45 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3252)Crj 700 Canadair Regional
  • 2h 11m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Crj 700 Canadair Regional
  • 17:45 - 19:40
    OKC - MDW
  • 17:45 (OKC)Oklahoma City Will Rogers Airport
  • 19:40 (MDW)Chicago Midway Airport
  • (WN 2644)Boeing 737 700
  • 1h 55m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700

Connecting Flights

  • 19:10 - 20:35+ 1
    OKC - HOU
    21:35 - 00:05+ 1
    HOU - MDW
  • 19:10 (OKC)Oklahoma City Will Rogers Airport
    21:35 (HOU)Houston Hobby Airport
  • 20:35 (HOU)Houston Hobby Airport + 1
    00:05 (MDW)Chicago Midway Airport
  • (WN 5781)Boeing 737 Max 8 Passenger
    (WN 3115)Boeing 737 800
  • 4h 55m (1h)
  • HOU Houston 1h
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:45 - 07:10
    OKC - HOU
    08:20 - 11:00
    HOU - MDW
  • 05:45 (OKC)Oklahoma City Will Rogers Airport
    08:20 (HOU)Houston Hobby Airport
  • 07:10 (HOU)Houston Hobby Airport
    11:00 (MDW)Chicago Midway Airport
  • (WN 1707)Boeing 737 700
    (WN 6128)Boeing 737 800
  • 5h 15m (1h 10m)
  • HOU Houston 1h 10m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:00 - 06:40
    OKC - DEN
    08:45 - 12:00
    DEN - MDW
  • 06:00 (OKC)Oklahoma City Will Rogers Airport
    08:45 (DEN)Denver Intl Airport
  • 06:40 (DEN)Denver Intl Airport
    12:00 (MDW)Chicago Midway Airport
  • (WN 1736)Boeing 737 700
    (WN 2503)Boeing 737 800
  • 6h (2h 05m)
  • DEN Denver 2h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:00 - 07:25
    OKC - HOU
    08:35 - 11:10
    HOU - MDW
  • 06:00 (OKC)Oklahoma City Will Rogers Airport
    08:35 (HOU)Houston Hobby Airport
  • 07:25 (HOU)Houston Hobby Airport
    11:10 (MDW)Chicago Midway Airport
  • (WN 1707)Boeing 737 700
    (WN 6128)Boeing 737 700
  • 5h 10m (1h 10m)
  • HOU Houston 1h 10m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:05 - 06:45
    OKC - DEN
    08:25 - 11:50
    DEN - ORD
  • 06:05 (OKC)Oklahoma City Will Rogers Airport
    08:25 (DEN)Denver Intl Airport
  • 06:45 (DEN)Denver Intl Airport
    11:50 (ORD)Chicago O'Hare International Airport
  • (WN 1736)Boeing 737 Max 8 Passenger
    (WN 941)Boeing 737 700
  • 5h 45m (1h 40m)
  • DEN Denver 1h 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:05 - 06:45
    OKC - DEN
    07:50 - 11:10
    DEN - MDW
  • 06:05 (OKC)Oklahoma City Will Rogers Airport
    07:50 (DEN)Denver Intl Airport
  • 06:45 (DEN)Denver Intl Airport
    11:10 (MDW)Chicago Midway Airport
  • (WN 1736)Boeing 737 Max 8 Passenger
    (WN 692)Boeing 737 700
  • 5h 05m (1h 05m)
  • DEN Denver 1h 05m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:20 - 07:45
    OKC - STL
    09:45 - 10:50
    STL - MDW
  • 06:20 (OKC)Oklahoma City Will Rogers Airport
    09:45 (STL)St Louis Lambert Intl Airport
  • 07:45 (STL)St Louis Lambert Intl Airport
    10:50 (MDW)Chicago Midway Airport
  • (WN 1518)Boeing 737 700
    (WN 4631)Boeing 737 700
  • 4h 30m (2h)
  • STL Saint Louis 2h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:20 - 07:45
    OKC - STL
    10:00 - 11:05
    STL - MDW
  • 06:20 (OKC)Oklahoma City Will Rogers Airport
    10:00 (STL)St Louis Lambert Intl Airport
  • 07:45 (STL)St Louis Lambert Intl Airport
    11:05 (MDW)Chicago Midway Airport
  • (WN 1518)Boeing 737 Max 8 Passenger
    (WN 5866)Boeing 737 Max 8 Passenger
  • 4h 45m (2h 15m)
  • STL Saint Louis 2h 15m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:05 - 07:40
    OKC - DEN
    08:25 - 11:50
    DEN - ORD
  • 07:05 (OKC)Oklahoma City Will Rogers Airport
    08:25 (DEN)Denver Intl Airport
  • 07:40 (DEN)Denver Intl Airport
    11:50 (ORD)Chicago O'Hare International Airport
  • (WN 1736)Boeing 737 700
    (WN 941)Boeing 737 700
  • 4h 45m (45m)
  • DEN Denver 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 10:50 - 12:15
    OKC - HOU
    14:20 - 16:45
    HOU - MDW
  • 10:50 (OKC)Oklahoma City Will Rogers Airport
    14:20 (HOU)Houston Hobby Airport
  • 12:15 (HOU)Houston Hobby Airport
    16:45 (MDW)Chicago Midway Airport
  • (WN 5638)Boeing 737 800
    (WN 3970)Boeing 737 Max 8 Passenger
  • 5h 55m (2h 05m)
  • HOU Houston 2h 05m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:30 - 12:10
    OKC - DEN
    13:30 - 17:00
    DEN - ORD
  • 11:30 (OKC)Oklahoma City Will Rogers Airport
    13:30 (DEN)Denver Intl Airport
  • 12:10 (DEN)Denver Intl Airport
    17:00 (ORD)Chicago O'Hare International Airport
  • (WN 778)Boeing 737 700
    (WN 1130)Boeing 737 800
  • 5h 30m (1h 20m)
  • DEN Denver 1h 20m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:30 - 12:10
    OKC - DEN
    14:05 - 17:25
    DEN - MDW
  • 11:30 (OKC)Oklahoma City Will Rogers Airport
    14:05 (DEN)Denver Intl Airport
  • 12:10 (DEN)Denver Intl Airport
    17:25 (MDW)Chicago Midway Airport
  • (WN 778)Boeing 737 700
    (WN 1483)Boeing 737 Max 8 Passenger
  • 5h 55m (1h 55m)
  • DEN Denver 1h 55m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 12:05 - 13:30
    OKC - HOU
    14:15 - 16:40
    HOU - MDW
  • 12:05 (OKC)Oklahoma City Will Rogers Airport
    14:15 (HOU)Houston Hobby Airport
  • 13:30 (HOU)Houston Hobby Airport
    16:40 (MDW)Chicago Midway Airport
  • (WN 5552)Boeing 737 700
    (WN 3970)Boeing 737 700
  • 4h 35m (45m)
  • HOU Houston 45m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:45 - 14:25
    OKC - DEN
    16:25 - 19:45
    DEN - MDW
  • 13:45 (OKC)Oklahoma City Will Rogers Airport
    16:25 (DEN)Denver Intl Airport
  • 14:25 (DEN)Denver Intl Airport
    19:45 (MDW)Chicago Midway Airport
  • (WN 3542)Boeing 737 Max 8 Passenger
    (WN 2825)Boeing 737 700
  • 6h (2h)
  • DEN Denver 2h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:00 - 15:20
    OKC - AUS
    17:05 - 19:40
    AUS - MDW
  • 14:00 (OKC)Oklahoma City Will Rogers Airport
    17:05 (AUS)Austin-Bergstrom International Airport
  • 15:20 (AUS)Austin-Bergstrom International Airport
    19:40 (MDW)Chicago Midway Airport
  • (WN 5467)Boeing 737 700
    (WN 4962)Boeing 737 700
  • 5h 40m (1h 45m)
  • AUS Austin 1h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:20 - 15:00
    OKC - DEN
    16:30 - 20:00
    DEN - ORD
  • 14:20 (OKC)Oklahoma City Will Rogers Airport
    16:30 (DEN)Denver Intl Airport
  • 15:00 (DEN)Denver Intl Airport
    20:00 (ORD)Chicago O'Hare International Airport
  • (WN 3542)Boeing 737 700
    (WN 1252)Boeing 737 700
  • 5h 40m (1h 30m)
  • DEN Denver 1h 30m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:20 - 15:00
    OKC - DEN
    15:45 - 19:05
    DEN - MDW
  • 14:20 (OKC)Oklahoma City Will Rogers Airport
    15:45 (DEN)Denver Intl Airport
  • 15:00 (DEN)Denver Intl Airport
    19:05 (MDW)Chicago Midway Airport
  • (WN 3542)Boeing 737 700
    (WN 2825)Boeing 737 700
  • 4h 45m (45m)
  • DEN Denver 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:35 - 16:00
    OKC - HOU
    16:55 - 19:30
    HOU - MDW
  • 14:35 (OKC)Oklahoma City Will Rogers Airport
    16:55 (HOU)Houston Hobby Airport
  • 16:00 (HOU)Houston Hobby Airport
    19:30 (MDW)Chicago Midway Airport
  • (WN 1919)Boeing 737 700
    (WN 3114)Boeing 737 Max 8 Passenger
  • 4h 55m (55m)
  • HOU Houston 55m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:55 - 18:45
    OKC - DCA
    19:30 - 20:30
    DCA - MDW
  • 14:55 (OKC)Oklahoma City Will Rogers Airport
    19:30 (DCA)Washington Ronald Reagan National Airport
  • 18:45 (DCA)Washington Ronald Reagan National Airport
    20:30 (MDW)Chicago Midway Airport
  • (WN 2011)Boeing 737 800
    (WN 6141)Boeing 737 800
  • 5h 35m (45m)
  • DCA 45m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 15:35 - 16:45
    OKC - AUS
    17:20 - 19:50
    AUS - MDW
  • 15:35 (OKC)Oklahoma City Will Rogers Airport
    17:20 (AUS)Austin-Bergstrom International Airport
  • 16:45 (AUS)Austin-Bergstrom International Airport
    19:50 (MDW)Chicago Midway Airport
  • (WN 5467)Boeing 737 700
    (WN 4962)Boeing 737 800
  • 4h 15m (35m)
  • AUS Austin 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 16:10 - 17:55
    OKC - BNA
    20:35 - 22:10
    BNA - MDW
  • 16:10 (OKC)Oklahoma City Will Rogers Airport
    20:35 (BNA)Nashville Airport
  • 17:55 (BNA)Nashville Airport
    22:10 (MDW)Chicago Midway Airport
  • (WN 1494)Boeing 737 700
    (WN 3046)Boeing 737 800
  • 6h (2h 40m)
  • BNA Nashville 2h 40m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 16:55 - 18:20
    OKC - STL
    21:30 - 22:35
    STL - MDW
  • 16:55 (OKC)Oklahoma City Will Rogers Airport
    21:30 (STL)St Louis Lambert Intl Airport
  • 18:20 (STL)St Louis Lambert Intl Airport
    22:35 (MDW)Chicago Midway Airport
  • (WN 3555)Boeing 737 Max 8 Passenger
    (WN 3244)Boeing 737 Max 8 Passenger
  • 5h 40m (3h 10m)
  • STL Saint Louis 3h 10m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 18:10 - 18:55
    OKC - DEN
    20:05 - 23:25
    DEN - MDW
  • 18:10 (OKC)Oklahoma City Will Rogers Airport
    20:05 (DEN)Denver Intl Airport
  • 18:55 (DEN)Denver Intl Airport
    23:25 (MDW)Chicago Midway Airport
  • (WN 2311)Boeing 737 700
    (WN 719)Boeing 737 700
  • 5h 15m (1h 10m)
  • DEN Denver 1h 10m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 18:20 - 19:45
    OKC - STL
    22:50 - 23:55
    STL - MDW
  • 18:20 (OKC)Oklahoma City Will Rogers Airport
    22:50 (STL)St Louis Lambert Intl Airport
  • 19:45 (STL)St Louis Lambert Intl Airport
    23:55 (MDW)Chicago Midway Airport
  • (WN 3555)Boeing 737 Max 8 Passenger
    (WN 3244)Boeing 737 800
  • 5h 35m (3h 05m)
  • STL Saint Louis 3h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 18:35 - 20:00
    OKC - HOU
    20:40 - 23:15
    HOU - MDW
  • 18:35 (OKC)Oklahoma City Will Rogers Airport
    20:40 (HOU)Houston Hobby Airport
  • 20:00 (HOU)Houston Hobby Airport
    23:15 (MDW)Chicago Midway Airport
  • (WN 1707)Boeing 737 700
    (WN 3115)Boeing 737 700
  • 4h 40m (40m)
  • HOU Houston 40m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 18:55 - 19:35+ 1
    OKC - DEN
    21:20 - 00:40+ 1
    DEN - MDW
  • 18:55 (OKC)Oklahoma City Will Rogers Airport
    21:20 (DEN)Denver Intl Airport
  • 19:35 (DEN)Denver Intl Airport + 1
    00:40 (MDW)Chicago Midway Airport
  • (WN 2311)Boeing 737 700
    (WN 3100)Boeing 737 700
  • 5h 45m (1h 45m)
  • DEN Denver 1h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
What’s the fastest flight time from Oklahoma City to Chicago?

The fastest flight time for direct flights from Oklahoma City to Chicago is 1 hour 50 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Oklahoma City?

The flight distance between Oklahoma City and Chicago is 1114km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:15. The last flight of the day departs at 19:10. See the full list of flight times on Wego.

How many airlines offer direct flights from Oklahoma City to Chicago?

There are 3 airlines that offer direct flights from Oklahoma City to Chicago. Find out the list of airlines on Wego.