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Fare Guide

Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Oklahoma City to Chicago is American Airlines.

Travel Period: October 2024 - September 2025

The cheapest month(s) to fly from Oklahoma City to Chicago is December.

Oct 2024
Nov 2024
Dec 2024
Jan 2025
Feb 2025
Mar 2025
Apr 2025
May 2025
Jun 2025
Jul 2025
Aug 2025
Sep 2025

The cheapest day(s) of the week to fly from Oklahoma City to Chicago is Monday.

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

Flight Schedules

Last Updated: Mon, 2 Sep, 2024

Time Earliest
- Earliest
- Latest
Depart Earliest
- Earliest
- Latest
Arrive
- Earliest
- Latest
Duration
- Shortest
- Longest
Stopover
All
Airline Filter by Airline
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Availability
- M
- T
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- F
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05:20 OKC

07:15 MDW

1Hrs, 55m Direct
OKCOklahoma City Will Rogers Airport 05:20 - MDW 07:15 1h 55m Direct
OKCOklahoma City Will Rogers Airport 05:20
MDWChicago Midway Airport 07:15
1h 55m
Direct
Southwest Airlines (WN 153)Boeing 737 700
Southwest Airlines (WN 153)
- M
- -
- -
- T
- F
- -
- -
Boeing 737 700

05:40 OKC

07:35 MDW

1Hrs, 55m Direct
OKCOklahoma City Will Rogers Airport 05:40 - MDW 07:35 1h 55m Direct
OKCOklahoma City Will Rogers Airport 05:40
MDWChicago Midway Airport 07:35
1h 55m
Direct
Southwest Airlines (WN 153)Boeing 737 800
Southwest Airlines (WN 153)
- -
- -
- -
- -
- -
- -
- S
Boeing 737 800

06:57 OKC

09:09 ORD

2Hrs, 12m Direct
OKCOklahoma City Will Rogers Airport 06:57 - ORD 09:09 2h 12m Direct
OKCOklahoma City Will Rogers Airport 06:57
ORDChicago O'Hare International Airport 09:09
2h 12m
Direct
American Airlines (AA 4826)Crj 700 Canadair Regional
American Airlines (AA 4826)
- M
- T
- W
- T
- F
- S
- S
Crj 700 Canadair Regional

07:30 OKC

09:48 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 07:30 - ORD 09:48 2h 18m Direct
OKCOklahoma City Will Rogers Airport 07:30
ORDChicago O'Hare International Airport 09:48
2h 18m
Direct
United Airlines (UA 5364)Embraer 175
United Airlines (UA 5364)
- -
- -
- -
- T
- F
- S
- S
Embraer 175

07:35 OKC

09:53 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 07:35 - ORD 09:53 2h 18m Direct
OKCOklahoma City Will Rogers Airport 07:35
ORDChicago O'Hare International Airport 09:53
2h 18m
Direct
United Airlines (UA 5364)Embraer 175
United Airlines (UA 5364)
- M
- T
- W
- -
- -
- -
- -
Embraer 175

07:50 OKC

09:45 MDW

1Hrs, 55m Direct
OKCOklahoma City Will Rogers Airport 07:50 - MDW 09:45 1h 55m Direct
OKCOklahoma City Will Rogers Airport 07:50
MDWChicago Midway Airport 09:45
1h 55m
Direct
Southwest Airlines (WN 153)Boeing 737 800
Southwest Airlines (WN 153)
- -
- T
- W
- -
- -
- -
- -
Boeing 737 800

10:00 OKC

12:18 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 10:00 - ORD 12:18 2h 18m Direct
OKCOklahoma City Will Rogers Airport 10:00
ORDChicago O'Hare International Airport 12:18
2h 18m
Direct
United Airlines (UA 5823)Embraer 175
United Airlines (UA 5823)
- -
- -
- -
- -
- F
- -
- S
Embraer 175

10:15 OKC

12:33 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 10:15 - ORD 12:33 2h 18m Direct
OKCOklahoma City Will Rogers Airport 10:15
ORDChicago O'Hare International Airport 12:33
2h 18m
Direct
United Airlines (UA 5823)Embraer 175
United Airlines (UA 5823)
- M
- T
- W
- -
- -
- -
- -
Embraer 175

10:35 OKC

12:53 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 10:35 - ORD 12:53 2h 18m Direct
OKCOklahoma City Will Rogers Airport 10:35
ORDChicago O'Hare International Airport 12:53
2h 18m
Direct
United Airlines (UA 5823)Embraer 175
United Airlines (UA 5823)
- -
- -
- -
- T
- -
- S
- -
Embraer 175

11:28 OKC

13:36 ORD

2Hrs, 08m Direct
OKCOklahoma City Will Rogers Airport 11:28 - ORD 13:36 2h 08m Direct
OKCOklahoma City Will Rogers Airport 11:28
ORDChicago O'Hare International Airport 13:36
2h 08m
Direct
American Airlines (AA 3829)Embraer 170
American Airlines (AA 3829)
- M
- -
- -
- T
- F
- -
- S
Embraer 170

12:40 OKC

14:55 ORD

2Hrs, 15m Direct
OKCOklahoma City Will Rogers Airport 12:40 - ORD 14:55 2h 15m Direct
OKCOklahoma City Will Rogers Airport 12:40
ORDChicago O'Hare International Airport 14:55
2h 15m
Direct
United Airlines (UA 5867)Embraer 175
United Airlines (UA 5867)
- -
- -
- -
- -
- F
- -
- -
Embraer 175

12:55 OKC

14:50 MDW

1Hrs, 55m Direct
OKCOklahoma City Will Rogers Airport 12:55 - MDW 14:50 1h 55m Direct
OKCOklahoma City Will Rogers Airport 12:55
MDWChicago Midway Airport 14:50
1h 55m
Direct
Southwest Airlines (WN 153)Boeing 737 700
Southwest Airlines (WN 153)
- -
- -
- -
- -
- -
- S
- -
Boeing 737 700

13:02 OKC

15:20 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 13:02 - ORD 15:20 2h 18m Direct
OKCOklahoma City Will Rogers Airport 13:02
ORDChicago O'Hare International Airport 15:20
2h 18m
Direct
United Airlines (UA 5867)Embraer 175
United Airlines (UA 5867)
- -
- -
- -
- T
- -
- S
- S
Embraer 175

14:25 OKC

16:43 ORD

2Hrs, 18m Direct
OKCOklahoma City Will Rogers Airport 14:25 - ORD 16:43 2h 18m Direct
OKCOklahoma City Will Rogers Airport 14:25
ORDChicago O'Hare International Airport 16:43
2h 18m
Direct
United Airlines (UA 5867)Embraer 175
United Airlines (UA 5867)
- M
- T
- W
- -
- -
- -
- -
Embraer 175

15:00 OKC

16:55 MDW

1Hrs, 55m Direct
OKCOklahoma City Will Rogers Airport 15:00 - MDW 16:55 1h 55m Direct
OKCOklahoma City Will Rogers Airport 15:00
MDWChicago Midway Airport 16:55
1h 55m
Direct
Southwest Airlines (WN 2046)Boeing 737 Max 8 Passenger
Southwest Airlines (WN 2046)
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

15:23 OKC

17:34 ORD

2Hrs, 11m Direct
OKCOklahoma City Will Rogers Airport 15:23 - ORD 17:34 2h 11m Direct
OKCOklahoma City Will Rogers Airport 15:23
ORDChicago O'Hare International Airport 17:34
2h 11m
Direct
American Airlines (AA 3828)Embraer 170
American Airlines (AA 3828)
- -
- T
- W
- -
- -
- S
- -
Embraer 170

16:23 OKC

18:34 ORD

2Hrs, 11m Direct
OKCOklahoma City Will Rogers Airport 16:23 - ORD 18:34 2h 11m Direct
OKCOklahoma City Will Rogers Airport 16:23
ORDChicago O'Hare International Airport 18:34
2h 11m
Direct
American Airlines (AA 3828)Embraer 170
American Airlines (AA 3828)
- M
- -
- -
- T
- F
- -
- S
Embraer 170

16:40 OKC

18:35 MDW

1Hrs, 55m Direct
OKCOklahoma City Will Rogers Airport 16:40 - MDW 18:35 1h 55m Direct
OKCOklahoma City Will Rogers Airport 16:40
MDWChicago Midway Airport 18:35
1h 55m
Direct
Southwest Airlines (WN 3490)Boeing 737 700
Southwest Airlines (WN 3490)
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

17:43 OKC

19:55 ORD

2Hrs, 12m Direct
OKCOklahoma City Will Rogers Airport 17:43 - ORD 19:55 2h 12m Direct
OKCOklahoma City Will Rogers Airport 17:43
ORDChicago O'Hare International Airport 19:55
2h 12m
Direct
United Airlines (UA 5877)Crj 700 Canadair Regional
United Airlines (UA 5877)
- -
- -
- -
- T
- F
- S
- S
Crj 700 Canadair Regional

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 55 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 05:20. The last flight of the day departs at 05:20. 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.

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