All airlines flying from New York LaGuardia (LGA) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon-Fri 21:45 New York LaGuardia (LGA) B 23:15 Chicago Midway (MDW)
Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 21:45 New York LaGuardia (LGA) B 23:15 Chicago Midway (MDW)
Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-01-18 through 2026-01-23
Mon-Fri 21:45 New York LaGuardia (LGA) B 23:15 Chicago Midway (MDW)
Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 21:45 New York LaGuardia (LGA) B 23:15 Chicago Midway (MDW)
Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-02-08 through 2026-02-11
Tue,Wed 21:45 New York LaGuardia (LGA) B 23:15 Chicago Midway (MDW)
Southwest Airlines WN 4656 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-02-18 through 2026-03-04
Tue,Wed 17:40 New York LaGuardia (LGA) B 19:10 Chicago Midway (MDW)
Southwest Airlines WN 4741 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-08-04 through 2026-09-30
Sat 17:45 New York LaGuardia (LGA) B 19:15 Chicago Midway (MDW)
Southwest Airlines WN 4741 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-08 through 2026-09-26
Sun 18:40 New York LaGuardia (LGA) B 20:05 Chicago Midway (MDW)
Southwest Airlines WN 4741 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 21:00 New York LaGuardia (LGA) B 22:20 Chicago Midway (MDW)
Southwest Airlines WN 4741 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-06 through 2026-09-28
Mon,Thu,Fri 17:30 New York LaGuardia (LGA) B 19:20 Chicago Midway (MDW)
Southwest Airlines WN 4746 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-06-04 through 2026-08-03
Sat 17:35 New York LaGuardia (LGA) B 19:25 Chicago Midway (MDW)
Southwest Airlines WN 4746 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2026-06-06 through 2026-08-01
Sun 17:40 New York LaGuardia (LGA) B 19:30 Chicago Midway (MDW)
Southwest Airlines WN 4746 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-06-07 through 2026-08-02
Mon,Tue,Fri,Sun 06:00 New York LaGuardia (LGA) B 07:30 Chicago Midway (MDW)
Southwest Airlines WN 4843 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-04
Sat 06:10 New York LaGuardia (LGA) B 07:35 Chicago Midway (MDW)
Southwest Airlines WN 4843 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-03
Mon,Thu,Fri,Sun 13:30 New York LaGuardia (LGA) B 14:55 Chicago Midway (MDW)
Southwest Airlines WN 4996 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-06-04 through 2026-08-03
Non-Direct Flights:
Mon,Thu,Fri 10:20 New York LaGuardia (LGA) B 18:00 Chicago Midway (MDW)
Southwest Airlines WN 1228 2-stop Boeing 737-700 (Scimitar Winglets) 8:40 Effective 2026-06-04 through 2026-08-03
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All airlines flying from New York LaGuardia (LGA) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 8:40, 2-stop
Boeing 737-700 (Scimitar Winglets)
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  • 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.