All airlines flying from New York LaGuardia (LGA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| 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 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
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 2026-02-17 through 2026-02-23 |
| Mon
18:30
New York LaGuardia (LGA) B
20:15
Chicago Midway (MDW) Southwest Airlines WN 1875 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-03-02 |
| Tue,Wed
07:25
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 1950 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri,Sun
07:25
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 1950 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-09 through 2026-05-22 |
| Mon,Thu,Fri,Sun
07:25
New York LaGuardia (LGA) B
08:50
Chicago Midway (MDW) Southwest Airlines WN 1950 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-05-25 through 2026-06-01 |
| Sat
07:35
New York LaGuardia (LGA) B
09:00
Chicago Midway (MDW) Southwest Airlines WN 1950 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-11 through 2026-05-30 |
| Sun
08:30
New York LaGuardia (LGA) B
09:55
Chicago Midway (MDW) Southwest Airlines WN 1950 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-05-24 |
| Mon
07:15
New York LaGuardia (LGA) B
08:45
Chicago Midway (MDW) Southwest Airlines WN 2049 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-01-05 |
| Wed,Thu
09:10
New York LaGuardia (LGA) B
10:40
Chicago Midway (MDW) Southwest Airlines WN 2049 Non-stop Boeing 737-700 (73W) 2:30 Valid until 2026-01-01 |
| Sat
09:55
New York LaGuardia (LGA) B
11:20
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
11:00
New York LaGuardia (LGA) B
12:25
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-09 through 2026-05-22 |
| Mon,Thu,Fri,Sun
11:00
New York LaGuardia (LGA) B
12:25
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-05-24 through 2026-05-29 |
| Mon
11:00
New York LaGuardia (LGA) B
12:25
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-06-01 |
| Sun
11:05
New York LaGuardia (LGA) B
12:30
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-12 through 2026-05-17 |
| Sun
11:05
New York LaGuardia (LGA) B
12:30
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-05-31 |
| Tue,Wed
11:10
New York LaGuardia (LGA) B
12:35
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-07 through 2026-06-03 |
| Thu
16:45
New York LaGuardia (LGA) B
18:15
Chicago Midway (MDW) Southwest Airlines WN 2291 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-01 |
| Mon
18:30
New York LaGuardia (LGA) B
20:00
Chicago Midway (MDW) Southwest Airlines WN 2291 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Operates only on 2026-01-05 |
| Thu,Fri,Sun
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-17 through 2026-02-23 |
| Mon
11:45
New York LaGuardia (LGA) B
13:20
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-03-02 |
| Mon-Fri
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-06 through 2026-01-14 |
| Sat
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-10 through 2026-02-07 |
| Tue-Fri,Sun
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-26 through 2026-02-04 |
| Tue-Fri,Sun
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-08 through 2026-02-13 |
| Mon,Wed,Fri,Sun
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-16 through 2026-02-22 |
| Tue-Fri,Sun
11:55
New York LaGuardia (LGA) B
13:30
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-24 through 2026-03-04 |
| Sat
12:15
New York LaGuardia (LGA) B
13:45
Chicago Midway (MDW) Southwest Airlines WN 2370 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
14:00
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
14:00
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-20 through 2026-03-01 |
| Mon,Thu,Fri
14:05
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
14:05
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-15 through 2026-02-19 |
| Mon
14:05
New York LaGuardia (LGA) B
15:45
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-23 through 2026-03-02 |
| Mon-Fri,Sun
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-06 through 2026-02-04 |
| Tue,Sun
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-08 through 2026-02-10 |
| Wed
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2026-02-11 |
| Tue,Wed
16:55
New York LaGuardia (LGA) B
18:35
Chicago Midway (MDW) Southwest Airlines WN 2371 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-18 through 2026-03-04 |
| Mon,Thu,Fri
15:30
New York LaGuardia (LGA) B
17:15
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
15:30
New York LaGuardia (LGA) B
17:15
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-20 through 2026-03-01 |
| Mon-Fri
17:55
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
17:55
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
17:55
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-26 through 2026-02-04 |
| Sun
17:55
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-02-08 |
| Tue,Wed
17:55
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
17:55
New York LaGuardia (LGA) B
19:30
Chicago Midway (MDW) Southwest Airlines WN 2372 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-18 through 2026-03-04 |
- 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.
