All airlines flying from Oklahoma City (OKC) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sat
14:20
Oklahoma City (OKC)
16:10
Chicago Midway (MDW) Southwest Airlines WN 235 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-06-06 through 2026-08-01 |
| Sun
05:25
Oklahoma City (OKC)
07:15
Chicago Midway (MDW) Southwest Airlines WN 360 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-08-09 through 2026-09-27 |
| Mon,Thu,Fri
15:30
Oklahoma City (OKC)
17:20
Chicago Midway (MDW) Southwest Airlines WN 385 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-08-06 through 2026-09-28 |
| Sat
13:45
Oklahoma City (OKC)
15:40
Chicago Midway (MDW) Southwest Airlines WN 1164 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Operates only on 2026-01-03 |
| Sat
12:45
Oklahoma City (OKC)
14:35
Chicago Midway (MDW) Southwest Airlines WN 1222 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-11 through 2026-05-30 |
| Sun
14:55
Oklahoma City (OKC)
16:45
Chicago Midway (MDW) Southwest Airlines WN 1222 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Operates only on 2026-05-24 |
| Tue,Wed
15:05
Oklahoma City (OKC)
16:55
Chicago Midway (MDW) Southwest Airlines WN 1222 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-04-07 through 2026-06-03 |
| Sun
15:40
Oklahoma City (OKC)
17:30
Chicago Midway (MDW) Southwest Airlines WN 1222 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-04-12 through 2026-05-17 |
| Sun
15:40
Oklahoma City (OKC)
17:30
Chicago Midway (MDW) Southwest Airlines WN 1222 Non-stop Boeing 737-800 (73H) 1:50 Operates only on 2026-05-31 |
| Mon,Thu,Fri
16:00
Oklahoma City (OKC)
17:50
Chicago Midway (MDW) Southwest Airlines WN 1222 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-04-09 through 2026-06-01 |
| Mon,Thu,Fri
05:15
Oklahoma City (OKC)
07:05
Chicago Midway (MDW) Southwest Airlines WN 1773 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-08-06 through 2026-09-28 |
| Mon,Thu,Fri
15:55
Oklahoma City (OKC)
17:45
Chicago Midway (MDW) Southwest Airlines WN 2015 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-03-05 through 2026-04-06 |
| Mon
06:45
Oklahoma City (OKC)
08:40
Chicago Midway (MDW) Southwest Airlines WN 2507 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Operates only on 2026-01-05 |
| Wed,Thu
15:20
Oklahoma City (OKC)
17:15
Chicago Midway (MDW) Southwest Airlines WN 2507 Non-stop Boeing 737-800 (73H) 1:55 Valid until 2026-01-01 |
| Tue,Wed,Sat,Sun
05:00
Oklahoma City (OKC)
06:50
Chicago Midway (MDW) Southwest Airlines WN 2662 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-03-07 through 2026-04-05 |
| Mon,Thu,Fri
05:05
Oklahoma City (OKC)
06:55
Chicago Midway (MDW) Southwest Airlines WN 2662 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-03-05 through 2026-04-06 |
| Sat
15:45
Oklahoma City (OKC)
17:35
Chicago Midway (MDW) Southwest Airlines WN 2697 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-03-07 through 2026-04-04 |
| Fri,Sun
17:10
Oklahoma City (OKC)
19:05
Chicago Midway (MDW) Southwest Airlines WN 2742 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-02 through 2026-01-04 |
| Sun
14:50
Oklahoma City (OKC)
16:40
Chicago Midway (MDW) Southwest Airlines WN 2883 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
14:55
Oklahoma City (OKC)
16:45
Chicago Midway (MDW) Southwest Airlines WN 2883 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-03-10 through 2026-04-01 |
| Mon-Fri
10:10
Oklahoma City (OKC)
12:05
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
10:10
Oklahoma City (OKC)
12:05
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
10:10
Oklahoma City (OKC)
12:05
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
10:10
Oklahoma City (OKC)
12:05
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
10:10
Oklahoma City (OKC)
12:05
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-02-18 through 2026-03-04 |
| Sat
15:05
Oklahoma City (OKC)
17:05
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
15:10
Oklahoma City (OKC)
17:15
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
15:10
Oklahoma City (OKC)
17:15
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-15 through 2026-02-19 |
| Mon
15:10
Oklahoma City (OKC)
17:15
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-23 through 2026-03-02 |
| Thu,Fri,Sun
15:15
Oklahoma City (OKC)
17:20
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
15:15
Oklahoma City (OKC)
17:20
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-19 through 2026-01-25 |
| Sun
15:15
Oklahoma City (OKC)
17:20
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-02-01 |
| Mon,Thu,Fri
16:35
Oklahoma City (OKC)
18:30
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
16:35
Oklahoma City (OKC)
18:30
Chicago Midway (MDW) Southwest Airlines WN 2991 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-02-20 through 2026-03-01 |
| Sat
05:00
Oklahoma City (OKC)
06:50
Chicago Midway (MDW) Southwest Airlines WN 3052 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-08-08 through 2026-09-26 |
| Tue,Wed
05:45
Oklahoma City (OKC)
07:45
Chicago Midway (MDW) Southwest Airlines WN 3052 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu-Sun
05:00
Oklahoma City (OKC)
06:55
Chicago Midway (MDW) Southwest Airlines WN 3121 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
05:00
Oklahoma City (OKC)
06:55
Chicago Midway (MDW) Southwest Airlines WN 3121 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-06-09 through 2026-07-29 |
| Tue,Wed
14:55
Oklahoma City (OKC)
16:50
Chicago Midway (MDW) Southwest Airlines WN 3123 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-06-09 through 2026-07-29 |
| Sun
15:45
Oklahoma City (OKC)
17:35
Chicago Midway (MDW) Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
15:50
Oklahoma City (OKC)
17:40
Chicago Midway (MDW) Southwest Airlines WN 3123 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-06-04 through 2026-08-03 |
| Sat
05:00
Oklahoma City (OKC)
06:50
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-04-11 through 2026-05-30 |
| Sun
05:00
Oklahoma City (OKC)
06:50
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-12 through 2026-05-17 |
| Sun
05:00
Oklahoma City (OKC)
06:50
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Operates only on 2026-05-31 |
| Tue,Wed
05:05
Oklahoma City (OKC)
06:55
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
05:05
Oklahoma City (OKC)
06:55
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-04-09 through 2026-06-01 |
| Sun
06:00
Oklahoma City (OKC)
07:55
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Operates only on 2026-05-24 |
| Sat
11:30
Oklahoma City (OKC)
13:40
Chicago Midway (MDW) Southwest Airlines WN 4807 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-08 through 2026-09-26 |
| Sun
14:50
Oklahoma City (OKC)
16:40
Chicago Midway (MDW) Southwest Airlines WN 4807 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
15:20
Oklahoma City (OKC)
17:10
Chicago Midway (MDW) Southwest Airlines WN 4807 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-08-04 through 2026-09-30 |
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- A domestic route departing from the Oklahoma City airport (OKC) and arriving at Chicago Midway airport (MDW).
- The flight distance is 690 miles, or 1111 km.
- The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
- For direct flights, the flight time varies between 1:50 and 2:10.
