All airlines flying from New York LaGuardia (LGA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon-Fri
14:30
New York LaGuardia (LGA) B
16:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
14:30
New York LaGuardia (LGA) B
16:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
14:30
New York LaGuardia (LGA) B
16:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
14:30
New York LaGuardia (LGA) B
16:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
14:30
New York LaGuardia (LGA) B
16:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-18 through 2026-03-04 |
| Thu,Fri,Sun
21:40
New York LaGuardia (LGA) B
23:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
21:40
New York LaGuardia (LGA) B
23:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-01-19 through 2026-01-25 |
| Sun
21:40
New York LaGuardia (LGA) B
23:10
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-02-01 |
| Mon,Thu,Fri
21:50
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-02-05 through 2026-02-13 |
| Mon,Tue,Thu,Fri,Sun
21:50
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-02-15 through 2026-02-22 |
| Mon
21:50
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-02-23 |
| Mon,Thu,Fri,Sun
21:50
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 2374 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-02-26 through 2026-03-02 |
| Sat
11:50
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-03-07 through 2026-04-04 |
| Tue,Wed,Sun
14:00
New York LaGuardia (LGA) B
15:40
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
14:10
New York LaGuardia (LGA) B
15:50
Chicago Midway (MDW) Southwest Airlines WN 2385 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
06:00
New York LaGuardia (LGA) B
07:15
Chicago Midway (MDW) Southwest Airlines WN 2411 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu,Fri,Sun
06:00
New York LaGuardia (LGA) B
07:15
Chicago Midway (MDW) Southwest Airlines WN 2411 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-08-06 through 2026-09-28 |
| Mon-Fri,Sun
07:25
New York LaGuardia (LGA) B
08:45
Chicago Midway (MDW) Southwest Airlines WN 2412 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-04 through 2026-09-30 |
| Sat
07:40
New York LaGuardia (LGA) B
09:00
Chicago Midway (MDW) Southwest Airlines WN 2412 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-08 through 2026-09-26 |
| Sat
09:40
New York LaGuardia (LGA) B
11:05
Chicago Midway (MDW) Southwest Airlines WN 2413 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-08-08 through 2026-09-26 |
| Sun
10:25
New York LaGuardia (LGA) B
11:45
Chicago Midway (MDW) Southwest Airlines WN 2413 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-09 through 2026-09-27 |
| Mon-Fri
10:55
New York LaGuardia (LGA) B
12:15
Chicago Midway (MDW) Southwest Airlines WN 2413 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-04 through 2026-09-30 |
| Sun
12:30
New York LaGuardia (LGA) B
13:45
Chicago Midway (MDW) Southwest Airlines WN 2414 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-08-09 through 2026-09-27 |
| Mon,Thu,Fri
13:10
New York LaGuardia (LGA) B
14:30
Chicago Midway (MDW) Southwest Airlines WN 2414 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed
13:25
New York LaGuardia (LGA) B
14:45
Chicago Midway (MDW) Southwest Airlines WN 2414 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-04 through 2026-09-30 |
| Sat
14:00
New York LaGuardia (LGA) B
15:20
Chicago Midway (MDW) Southwest Airlines WN 2414 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-08 through 2026-09-26 |
| Mon,Thu-Sat
06:00
New York LaGuardia (LGA) B
07:20
Chicago Midway (MDW) Southwest Airlines WN 2464 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-04 through 2026-08-03 |
| Mon-Fri
07:25
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 2465 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Sun
15:30
New York LaGuardia (LGA) B
17:10
Chicago Midway (MDW) Southwest Airlines WN 2467 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-06-07 through 2026-08-02 |
| Sat
21:10
New York LaGuardia (LGA) B
22:45
Chicago Midway (MDW) Southwest Airlines WN 2469 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
21:30
New York LaGuardia (LGA) B
22:55
Chicago Midway (MDW) Southwest Airlines WN 2469 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Sun
21:30
New York LaGuardia (LGA) B
22:55
Chicago Midway (MDW) Southwest Airlines WN 2469 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-07 through 2026-08-02 |
| Tue,Wed
21:30
New York LaGuardia (LGA) B
22:55
Chicago Midway (MDW) Southwest Airlines WN 2469 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-06-09 through 2026-07-29 |
| Sun
07:25
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 2588 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-06-07 through 2026-08-02 |
| Sat
08:00
New York LaGuardia (LGA) B
09:30
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-10 through 2026-02-07 |
| Thu,Fri,Sun
09:00
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
09:00
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-19 through 2026-01-25 |
| Sun
09:00
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-02-01 |
| Mon,Thu,Fri
09:00
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
09:00
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-15 through 2026-02-19 |
| Mon
09:00
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-23 through 2026-03-02 |
| Mon-Fri
09:15
New York LaGuardia (LGA) B
10:55
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
09:15
New York LaGuardia (LGA) B
10:55
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
09:15
New York LaGuardia (LGA) B
10:55
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
09:15
New York LaGuardia (LGA) B
10:55
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
09:15
New York LaGuardia (LGA) B
10:55
Chicago Midway (MDW) Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-18 through 2026-03-04 |
| Mon,Thu,Fri
15:25
New York LaGuardia (LGA) B
16:55
Chicago Midway (MDW) Southwest Airlines WN 2714 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed,Sun
21:30
New York LaGuardia (LGA) B
22:45
Chicago Midway (MDW) Southwest Airlines WN 2714 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-08-04 through 2026-09-30 |
| Sat
11:10
New York LaGuardia (LGA) B
12:30
Chicago Midway (MDW) Southwest Airlines WN 2882 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-06 through 2026-08-01 |
| Tue,Wed
06:00
New York LaGuardia (LGA) B
07:25
Chicago Midway (MDW) Southwest Airlines WN 2931 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-07 through 2026-06-03 |
- A domestic route departing from the New York LaGuardia airport (LGA) and arriving at Chicago Midway airport (MDW).
- The flight distance is 723 miles, or 1163 km.
- The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
- For direct flights, the flight time varies between 2:15 and 2:50.
