All airlines flying from Boston Logan (BOS) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Thu,Fri,Sun 12:05 Boston Logan (BOS) B 13:55 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-21 through 2025-03-02
Sat 14:15 Boston Logan (BOS) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-02-15 through 2025-03-01
Thu,Fri,Sun 14:55 Boston Logan (BOS) B 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 14:55 Boston Logan (BOS) B 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-11 through 2024-11-25
Fri,Sun 14:55 Boston Logan (BOS) B 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-08 through 2024-12-15
Thu 14:55 Boston Logan (BOS) B 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-12-19
Fri 14:55 Boston Logan (BOS) B 16:40 Midway, Chicago (MDW)
Southwest Airlines WN 3249 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-01-03
Mon,Thu,Fri 08:50 Boston Logan (BOS) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 3338 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2024-09-06
Mon 08:50 Boston Logan (BOS) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 3338 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-09-09
Mon,Thu,Fri 08:50 Boston Logan (BOS) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 3338 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-09-12 through 2024-09-19
Fri 08:50 Boston Logan (BOS) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 3338 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-09-20
Mon,Thu,Fri 08:50 Boston Logan (BOS) B 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 3338 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-09-23 through 2024-09-30
Thu 13:15 Boston Logan (BOS) B 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 3542 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2024-10-31
Tue,Wed 13:30 Boston Logan (BOS) B 15:10 Midway, Chicago (MDW)
Southwest Airlines WN 3542 Non-stop Boeing 737-800 (73H) 2:40 Effective 2024-10-08 through 2024-10-30
Sun 14:25 Boston Logan (BOS) B 16:00 Midway, Chicago (MDW)
Southwest Airlines WN 3542 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-10-06 through 2024-10-27
Mon,Thu,Fri 14:45 Boston Logan (BOS) B 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 3542 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-10-03 through 2024-10-28
Fri 14:45 Boston Logan (BOS) B 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 3542 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2024-11-01
Sat 15:10 Boston Logan (BOS) B 16:45 Midway, Chicago (MDW)
Southwest Airlines WN 3542 Non-stop Boeing 737-700 (73W) 2:35 Effective 2024-10-05 through 2024-11-02
Sun 14:50 Boston Logan (BOS) B 16:35 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-12-01
Sat 16:15 Boston Logan (BOS) B 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-11-23 through 2024-11-30
Sat 16:15 Boston Logan (BOS) B 18:00 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-12-21 through 2025-01-04
Sat 17:05 Boston Logan (BOS) B 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-11-09 through 2024-11-16
Sat 17:05 Boston Logan (BOS) B 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-12-07 through 2024-12-14
Thu,Fri,Sun 19:55 Boston Logan (BOS) B 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 19:55 Boston Logan (BOS) B 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-11 through 2024-11-25
Fri,Sun 19:55 Boston Logan (BOS) B 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-08 through 2024-12-15
Thu 19:55 Boston Logan (BOS) B 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-12-19
Fri 19:55 Boston Logan (BOS) B 21:40 Midway, Chicago (MDW)
Southwest Airlines WN 3586 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-01-03
Mon-Wed 15:15 Boston Logan (BOS) B 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 3617 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 15:15 Boston Logan (BOS) B 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 3617 Non-stop Boeing 737-700 (73W) 2:45 Effective 2024-12-20 through 2025-01-02
Sun 15:15 Boston Logan (BOS) B 17:00 Midway, Chicago (MDW)
Southwest Airlines WN 3617 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2025-01-05
Sun 18:15 Boston Logan (BOS) 20:05 Midway, Chicago (MDW)
United Airlines UA 3777 Non-stop Airbus A320 (320) 2:50 Operates only on 2024-09-08
This is a Charter flight.
Mon-Wed 06:25 Boston Logan (BOS) B 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 3914 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 06:25 Boston Logan (BOS) B 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 3914 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-20 through 2025-01-02
Sun 06:25 Boston Logan (BOS) B 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 3914 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-01-05
Sun 11:05 Boston Logan (BOS) B 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 4149 Non-stop Boeing 737-800 (73H) 2:35 Effective 2024-09-08 through 2024-09-29
Tue,Wed 11:15 Boston Logan (BOS) B 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 4149 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2024-10-01
Wed 11:15 Boston Logan (BOS) B 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 4149 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2024-10-02
Sat 06:20 Boston Logan (BOS) B 08:00 Midway, Chicago (MDW)
Southwest Airlines WN 4218 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2024-09-28
Mon,Thu,Fri 06:50 Boston Logan (BOS) B 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 4218 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2024-09-30
Tue,Wed 07:20 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 4218 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2024-10-02
Sun 07:25 Boston Logan (BOS) B 09:00 Midway, Chicago (MDW)
Southwest Airlines WN 4218 Non-stop Boeing 737-700 (73W) 2:35 Effective 2024-09-08 through 2024-09-29
Sun 07:30 Boston Logan (BOS) B 09:05 Midway, Chicago (MDW)
Southwest Airlines WN 4218 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2024-09-01
Sun 10:35 Boston Logan (BOS) B 12:20 Midway, Chicago (MDW)
Southwest Airlines WN 4267 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2024-12-01
Sun 12:55 Boston Logan (BOS) B 14:30 Midway, Chicago (MDW)
Southwest Airlines WN 4279 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-09-01
Sat 17:15 Boston Logan (BOS) B 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 4286 Non-stop Boeing 737-800 (73H) 2:40 Effective 2024-10-05 through 2024-11-02
Tue,Wed 17:50 Boston Logan (BOS) B 19:40 Midway, Chicago (MDW)
Southwest Airlines WN 4286 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-10-08 through 2024-10-30
Sun 18:25 Boston Logan (BOS) B 20:05 Midway, Chicago (MDW)
Southwest Airlines WN 4286 Non-stop Boeing 737-800 (73H) 2:40 Effective 2024-10-06 through 2024-10-27
Mon-Wed 20:10 Boston Logan (BOS) B 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 4580 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 20:10 Boston Logan (BOS) B 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 4580 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-12-20 through 2025-01-02
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All airlines flying from Boston Logan (BOS) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-11 through 2024-11-25
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-09
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-09-12 through 2024-09-19
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-20
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-09-23 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-11 through 2024-11-25
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-08
This is a Charter flight.
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Airbus A320 (320)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Valid until 2024-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-02
Mon
-
Tue
-
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Effective 2024-10-05 through 2024-11-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-800 (73H)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Boston Logan airport (BOS) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 858 miles, or 1380 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 2:30 and 3:00.