Southwest Airlines flights from Boston Logan (BOS) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Thu 17:25 Boston Logan (BOS) B 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 117 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-10-31
Sat 10:20 Boston Logan (BOS) B 11:55 Midway, Chicago (MDW)
Southwest Airlines WN 497 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2024-09-28
Thu 13:05 Boston Logan (BOS) B 14:55 Midway, Chicago (MDW)
Southwest Airlines WN 542 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2024-11-28
Sat 12:50 Boston Logan (BOS) B 14:25 Midway, Chicago (MDW)
Southwest Airlines WN 573 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2024-09-28
Mon,Thu,Fri 13:10 Boston Logan (BOS) B 14:45 Midway, Chicago (MDW)
Southwest Airlines WN 573 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2024-09-30
Sun 14:55 Boston Logan (BOS) B 16:30 Midway, Chicago (MDW)
Southwest Airlines WN 573 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2024-09-08 through 2024-09-29
Tue,Wed 15:25 Boston Logan (BOS) B 17:10 Midway, Chicago (MDW)
Southwest Airlines WN 573 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2024-10-02
Sun 15:55 Boston Logan (BOS) B 17:30 Midway, Chicago (MDW)
Southwest Airlines WN 573 Non-stop Boeing 737-700 (73W) 2:35 Operates only on 2024-09-01
Sat 05:05 Boston Logan (BOS) B 06:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-11-09 through 2024-11-16
Sat 05:05 Boston Logan (BOS) B 06:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2024-12-07 through 2024-12-14
Sat 05:10 Boston Logan (BOS) B 07:00 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-11-23 through 2024-11-30
Sat 05:10 Boston Logan (BOS) B 07:00 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:50 Effective 2024-12-21 through 2025-01-04
Sat 05:50 Boston Logan (BOS) B 07:50 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 3:00 Effective 2025-01-11 through 2025-02-08
Sat 06:10 Boston Logan (BOS) B 08:05 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-800 (73H) 2:55 Effective 2025-02-15 through 2025-03-01
Thu 06:30 Boston Logan (BOS) B 08:15 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-11-28
Thu,Fri,Sun 06:40 Boston Logan (BOS) B 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 06:40 Boston Logan (BOS) B 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-11 through 2024-11-25
Fri,Sun 06:40 Boston Logan (BOS) B 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-08 through 2024-12-15
Thu 06:40 Boston Logan (BOS) B 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2024-12-19
Fri 06:40 Boston Logan (BOS) B 08:25 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-01-03
Mon,Thu,Fri,Sun 06:50 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 06:50 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-21 through 2025-03-02
Mon-Wed 07:00 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-04 through 2024-11-06
Tue,Wed 07:00 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-12 through 2024-11-20
Tue-Fri 07:00 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-29 through 2024-12-06
Mon-Thu 07:00 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-09 through 2024-12-18
Tue,Wed 07:00 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-24 through 2025-01-01
Mon 07:00 Boston Logan (BOS) B 08:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-01-06
Thu,Fri,Sun 07:00 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-01-12 through 2025-01-17
Mon,Sun 07:00 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 07:00 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-02 through 2025-02-07
Mon 07:00 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Operates only on 2025-02-10
Mon,Tue,Thu 07:00 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-18 through 2025-02-24
Mon 07:00 Boston Logan (BOS) B 08:55 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Operates only on 2025-03-03
Mon-Fri 08:10 Boston Logan (BOS) B 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 08:10 Boston Logan (BOS) B 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-01-19 through 2025-01-24
Mon-Fri 08:10 Boston Logan (BOS) B 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 08:10 Boston Logan (BOS) B 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-09 through 2025-02-12
Tue,Wed 08:10 Boston Logan (BOS) B 10:05 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-700 (73W) 2:55 Effective 2025-02-19 through 2025-03-05
Mon-Wed 10:50 Boston Logan (BOS) B 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 10:50 Boston Logan (BOS) B 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-800 (73H) 2:45 Effective 2024-12-20 through 2025-01-02
Sun 10:50 Boston Logan (BOS) B 12:35 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-01-05
Mon-Fri 17:40 Boston Logan (BOS) B 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 855 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 17:40 Boston Logan (BOS) B 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 855 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-01-19 through 2025-01-24
Mon-Fri 17:40 Boston Logan (BOS) B 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 855 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 17:40 Boston Logan (BOS) B 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 855 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-09 through 2025-02-12
Tue,Wed 17:40 Boston Logan (BOS) B 19:30 Midway, Chicago (MDW)
Southwest Airlines WN 855 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-02-19 through 2025-03-05
Sun 21:50 Boston Logan (BOS) B 23:30 Midway, Chicago (MDW)
Southwest Airlines WN 921 Non-stop Boeing 737-700 (73W) 2:40 Operates only on 2024-12-01
Sat 10:25 Boston Logan (BOS) B 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 935 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-11-23 through 2024-11-30
Sat 10:25 Boston Logan (BOS) B 12:10 Midway, Chicago (MDW)
Southwest Airlines WN 935 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2024-12-21 through 2025-01-04
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Southwest Airlines flights from Boston Logan (BOS) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-700 (73W)

Valid until 2024-09-30
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 MAX 8 (7M8)

Valid until 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, 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 737-700 (73W)

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:50, non-stop
Boeing 737-700 (73W)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:00, non-stop
Boeing 737-700 (73W)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:55, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

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 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:55, non-stop
Boeing 737-700 (73W)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:55, non-stop
Boeing 737-700 (73W)

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)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:45, non-stop
Boeing 737-800 (73H)

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:50, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:40, non-stop
Boeing 737-700 (73W)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:45, non-stop
Boeing 737 MAX 8 (7M8)
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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.