All airlines flying from New York LaGuardia (LGA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Tue,Wed
18:30
New York LaGuardia (LGA) B
20:05
Chicago Midway (MDW) Southwest Airlines WN 255 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
18:40
New York LaGuardia (LGA) B
20:20
Chicago Midway (MDW) Southwest Airlines WN 255 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-03-05 through 2026-04-06 |
| Sun
18:45
New York LaGuardia (LGA) B
20:25
Chicago Midway (MDW) Southwest Airlines WN 255 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-08 through 2026-04-05 |
| Sat
19:05
New York LaGuardia (LGA) B
20:40
Chicago Midway (MDW) Southwest Airlines WN 255 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-07 through 2026-04-04 |
| Tue,Wed
13:35
New York LaGuardia (LGA) B
15:00
Chicago Midway (MDW) Southwest Airlines WN 291 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-06-09 through 2026-07-29 |
| Tue,Wed
11:05
New York LaGuardia (LGA) B
12:40
Chicago Midway (MDW) Southwest Airlines WN 295 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-10 through 2026-04-01 |
| Sun
11:15
New York LaGuardia (LGA) B
12:50
Chicago Midway (MDW) Southwest Airlines WN 295 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Thu
06:00
New York LaGuardia (LGA) B
07:30
Chicago Midway (MDW) Southwest Airlines WN 379 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-01 |
| Mon-Fri
13:30
New York LaGuardia (LGA) B
14:50
Chicago Midway (MDW) Southwest Airlines WN 404 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-07 through 2026-06-03 |
| Sat
14:10
New York LaGuardia (LGA) B
15:35
Chicago Midway (MDW) Southwest Airlines WN 404 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-11 through 2026-05-30 |
| Sun
14:25
New York LaGuardia (LGA) B
16:00
Chicago Midway (MDW) Southwest Airlines WN 404 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-12 through 2026-05-17 |
| Sun
14:25
New York LaGuardia (LGA) B
16:00
Chicago Midway (MDW) Southwest Airlines WN 404 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-05-31 |
| Sun
14:35
New York LaGuardia (LGA) B
16:10
Chicago Midway (MDW) Southwest Airlines WN 404 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-05-24 |
| Mon
14:05
New York LaGuardia (LGA) B
15:40
Chicago Midway (MDW) Southwest Airlines WN 506 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-05 |
| Mon-Fri
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-06 through 2026-01-14 |
| Thu,Fri,Sun
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-01-11 through 2026-01-16 |
| Tue-Fri,Sun
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-18 through 2026-01-23 |
| Mon,Sun
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-01-19 through 2026-01-25 |
| Mon-Fri
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-26 through 2026-02-04 |
| Sun
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2026-02-01 |
| Mon,Thu,Fri
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-05 through 2026-02-09 |
| Tue,Wed,Sat,Sun
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-08 through 2026-02-14 |
| Tue,Thu,Sun
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-15 through 2026-02-19 |
| Tue,Wed,Sat
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-18 through 2026-03-04 |
| Mon
06:00
New York LaGuardia (LGA) B
07:40
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-23 through 2026-03-02 |
| Thu,Fri
06:15
New York LaGuardia (LGA) B
07:50
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-12 through 2026-02-13 |
| Mon
06:15
New York LaGuardia (LGA) B
07:50
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-02-16 |
| Thu,Fri,Sun
06:15
New York LaGuardia (LGA) B
07:50
Chicago Midway (MDW) Southwest Airlines WN 879 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-20 through 2026-03-01 |
| Mon
16:35
New York LaGuardia (LGA) B
18:05
Chicago Midway (MDW) Southwest Airlines WN 987 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-01-05 |
| Mon,Tue,Fri,Sun
17:30
New York LaGuardia (LGA) B
19:05
Chicago Midway (MDW) Southwest Airlines WN 987 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-04 |
| Thu
17:45
New York LaGuardia (LGA) B
19:15
Chicago Midway (MDW) Southwest Airlines WN 987 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2026-01-01 |
| Thu,Fri,Sun
14:05
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 1029 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
14:05
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 1029 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-19 through 2026-01-25 |
| Sun
14:05
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 1029 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-02-01 |
| Mon,Thu-Sat
15:30
New York LaGuardia (LGA) B
17:10
Chicago Midway (MDW) Southwest Airlines WN 1095 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
15:55
New York LaGuardia (LGA) B
17:45
Chicago Midway (MDW) Southwest Airlines WN 1095 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-06-09 through 2026-07-29 |
| Wed,Thu
14:30
New York LaGuardia (LGA) B
16:00
Chicago Midway (MDW) Southwest Airlines WN 1188 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-01 |
| Sun
06:00
New York LaGuardia (LGA) B
07:20
Chicago Midway (MDW) Southwest Airlines WN 1267 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
09:05
New York LaGuardia (LGA) B
10:45
Chicago Midway (MDW) Southwest Airlines WN 1316 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
09:05
New York LaGuardia (LGA) B
10:45
Chicago Midway (MDW) Southwest Airlines WN 1316 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-20 through 2026-03-01 |
| Sat
10:20
New York LaGuardia (LGA) B
11:55
Chicago Midway (MDW) Southwest Airlines WN 1316 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-14 through 2026-02-28 |
| Tue,Wed
06:50
New York LaGuardia (LGA) B
08:20
Chicago Midway (MDW) Southwest Airlines WN 1414 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-03-10 through 2026-04-01 |
| Sat
07:20
New York LaGuardia (LGA) B
09:00
Chicago Midway (MDW) Southwest Airlines WN 1414 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-07 through 2026-04-04 |
| Tue,Wed
09:00
New York LaGuardia (LGA) B
10:35
Chicago Midway (MDW) Southwest Airlines WN 1442 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-10 through 2026-04-01 |
| Tue,Wed
21:30
New York LaGuardia (LGA) B
23:00
Chicago Midway (MDW) Southwest Airlines WN 1703 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-10 through 2026-04-01 |
| Sun
21:50
New York LaGuardia (LGA) B
23:15
Chicago Midway (MDW) Southwest Airlines WN 1703 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
21:55
New York LaGuardia (LGA) B
23:20
Chicago Midway (MDW) Southwest Airlines WN 1703 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-03-05 through 2026-04-06 |
| Thu,Fri,Sun
18:30
New York LaGuardia (LGA) B
20:15
Chicago Midway (MDW) Southwest Airlines WN 1875 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:30
New York LaGuardia (LGA) B
20:15
Chicago Midway (MDW) Southwest Airlines WN 1875 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:30
New York LaGuardia (LGA) B
20:15
Chicago Midway (MDW) Southwest Airlines WN 1875 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-01 through 2026-02-06 |
- 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.
