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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 18:00 New York LaGuardia (LGA) B 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 987 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-04 through 2025-11-12
Mon-Thu 18:00 New York LaGuardia (LGA) B 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 987 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-11-17 through 2025-11-20
Mon-Fri 18:00 New York LaGuardia (LGA) B 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 987 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-02 through 2025-12-11
Mon-Wed 18:00 New York LaGuardia (LGA) B 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 987 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-15 through 2025-12-17
Wed,Thu 18:00 New York LaGuardia (LGA) B 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 987 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2025-12-24 through 2026-01-01
Tue,Wed 06:05 New York LaGuardia (LGA) B 07:25 Midway, Chicago (MDW)
Southwest Airlines WN 1016 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-10 through 2025-07-30
Tue,Wed,Sun 14:00 New York LaGuardia (LGA) B 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 1168 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2025-05-21
Tue,Wed,Sun 14:00 New York LaGuardia (LGA) B 15:25 Midway, Chicago (MDW)
Southwest Airlines WN 1168 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2025-05-27 through 2025-06-04
Mon,Thu,Fri 14:15 New York LaGuardia (LGA) B 15:40 Midway, Chicago (MDW)
Southwest Airlines WN 1168 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2025-06-02
Sun 14:20 New York LaGuardia (LGA) B 15:45 Midway, Chicago (MDW)
Southwest Airlines WN 1168 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2025-05-25
Sat 14:45 New York LaGuardia (LGA) B 16:10 Midway, Chicago (MDW)
Southwest Airlines WN 1168 Non-stop Boeing 737-800 (73H) 2:25 Valid until 2025-05-31
Tue,Wed 14:30 New York LaGuardia (LGA) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 1188 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-11-04 through 2025-11-12
Mon-Thu 14:30 New York LaGuardia (LGA) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 1188 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-11-17 through 2025-11-20
Mon-Fri 14:30 New York LaGuardia (LGA) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 1188 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-12-02 through 2025-12-11
Mon-Wed 14:30 New York LaGuardia (LGA) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 1188 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-12-15 through 2025-12-17
Wed,Thu 14:30 New York LaGuardia (LGA) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 1188 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-12-24 through 2026-01-01
Thu 11:40 New York LaGuardia (LGA) B 13:10 Midway, Chicago (MDW)
Southwest Airlines WN 1305 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2025-11-27
Tue,Wed 06:10 New York LaGuardia (LGA) B 07:30 Midway, Chicago (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2025-06-04
Sun 06:10 New York LaGuardia (LGA) B 07:30 Midway, Chicago (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2025-05-18
Sun 06:10 New York LaGuardia (LGA) B 07:30 Midway, Chicago (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2025-06-01
Sun 06:15 New York LaGuardia (LGA) B 07:35 Midway, Chicago (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2025-05-25
Mon,Thu,Fri 06:30 New York LaGuardia (LGA) B 07:50 Midway, Chicago (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2025-06-02
Sat 07:15 New York LaGuardia (LGA) B 08:40 Midway, Chicago (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2025-05-31
Sat 08:15 New York LaGuardia (LGA) B 09:40 Midway, Chicago (MDW)
Southwest Airlines WN 1551 Non-stop Boeing 737-800 (73H) 2:25 Effective 2025-10-04 through 2025-11-01
Mon,Thu,Fri 09:00 New York LaGuardia (LGA) B 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 1551 Non-stop Boeing 737-800 (73H) 2:35 Effective 2025-10-02 through 2025-10-31
Sat 20:40 New York LaGuardia (LGA) B 22:05 Midway, Chicago (MDW)
Southwest Airlines WN 1697 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-07 through 2025-08-02
Sun 20:55 New York LaGuardia (LGA) B 22:20 Midway, Chicago (MDW)
Southwest Airlines WN 1697 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-08 through 2025-08-03
Tue,Wed 21:35 New York LaGuardia (LGA) B 23:00 Midway, Chicago (MDW)
Southwest Airlines WN 1697 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-10 through 2025-07-30
Sun 09:00 New York LaGuardia (LGA) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 1700 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-08 through 2025-08-03
Sat 12:20 New York LaGuardia (LGA) B 13:40 Midway, Chicago (MDW)
Southwest Airlines WN 1704 Non-stop Boeing 737-700 (73W) 2:20 Effective 2025-08-09 through 2025-09-27
Tue,Wed 21:45 New York LaGuardia (LGA) B 23:10 Midway, Chicago (MDW)
Southwest Airlines WN 1876 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri,Sun 07:15 New York LaGuardia (LGA) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 07:15 New York LaGuardia (LGA) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-11-21 through 2025-11-28
Fri,Sun 07:15 New York LaGuardia (LGA) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2025-12-07 through 2025-12-14
Thu 07:15 New York LaGuardia (LGA) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2025-12-18
Mon 07:15 New York LaGuardia (LGA) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-01-05
Tue,Wed 09:10 New York LaGuardia (LGA) B 10:40 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-11-04 through 2025-11-12
Mon-Thu 09:10 New York LaGuardia (LGA) B 10:40 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-11-17 through 2025-11-20
Mon-Fri 09:10 New York LaGuardia (LGA) B 10:40 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-12-02 through 2025-12-11
Mon-Wed 09:10 New York LaGuardia (LGA) B 10:40 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-12-15 through 2025-12-17
Wed,Thu 09:10 New York LaGuardia (LGA) B 10:40 Midway, Chicago (MDW)
Southwest Airlines WN 2049 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-12-24 through 2026-01-01
Thu 06:05 New York LaGuardia (LGA) B 07:35 Midway, Chicago (MDW)
Southwest Airlines WN 2082 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2025-11-27
Thu 09:00 New York LaGuardia (LGA) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 2084 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2025-11-27
Thu 14:30 New York LaGuardia (LGA) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 2089 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2025-11-27
Sun 06:15 New York LaGuardia (LGA) B 07:35 Midway, Chicago (MDW)
Southwest Airlines WN 2121 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-08 through 2025-08-03
Tue,Wed 17:55 New York LaGuardia (LGA) B 19:20 Midway, Chicago (MDW)
Southwest Airlines WN 2203 Non-stop Boeing 737-700 (73W) 2:25 Effective 2025-06-10 through 2025-07-30
Tue,Wed 15:30 New York LaGuardia (LGA) B 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 2291 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-10-07 through 2025-10-29
Tue,Wed 16:45 New York LaGuardia (LGA) B 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 2291 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-11-04 through 2025-11-12
Mon-Thu 16:45 New York LaGuardia (LGA) B 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 2291 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-11-17 through 2025-11-20
Mon-Fri 16:45 New York LaGuardia (LGA) B 18:15 Midway, Chicago (MDW)
Southwest Airlines WN 2291 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2025-12-02 through 2025-12-11
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All airlines flying from New York LaGuardia (LGA) to Midway, Chicago (MDW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-21
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-05-27 through 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Operates only on 2025-05-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Effective 2025-10-02 through 2025-10-31
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-08-09 through 2025-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (73W)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (73W)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the New York LaGuardia airport (LGA) and arriving at Midway, Chicago 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 2:35.