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

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FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri,Sun 09:35 Midway, Chicago (MDW) 12:50 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-02 through 2025-11-16
Mon-Wed,Fri,Sun 09:35 Midway, Chicago (MDW) 12:50 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-21 through 2025-11-28
Mon,Sun 09:35 Midway, Chicago (MDW) 12:50 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-01 through 2025-12-07
Thu,Fri,Sun 09:35 Midway, Chicago (MDW) 12:50 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-12 through 2025-12-21
Mon,Tue,Fri,Sun 09:35 Midway, Chicago (MDW) 12:50 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-22 through 2026-01-05
Sat 09:50 Midway, Chicago (MDW) 13:10 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-11-08 through 2026-01-03
Tue,Wed 18:15 Midway, Chicago (MDW) 21:35 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-11-04 through 2025-11-12
Mon-Thu 18:15 Midway, Chicago (MDW) 21:35 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-11-17 through 2025-11-20
Mon-Fri 18:15 Midway, Chicago (MDW) 21:35 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-02 through 2025-12-11
Mon-Wed 18:15 Midway, Chicago (MDW) 21:35 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-15 through 2025-12-17
Wed,Thu 18:15 Midway, Chicago (MDW) 21:35 Boston Logan (BOS) B Southwest Airlines WN 3678 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-12-24 through 2026-01-01
Sat 12:50 Midway, Chicago (MDW) 16:05 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-08 through 2025-11-15
Sat 12:50 Midway, Chicago (MDW) 16:05 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-06 through 2025-12-13
Sun 13:55 Midway, Chicago (MDW) 17:10 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2025-11-30
Mon,Thu,Fri,Sun 14:20 Midway, Chicago (MDW) 17:35 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 14:20 Midway, Chicago (MDW) 17:35 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-21 through 2025-11-28
Fri,Sun 14:20 Midway, Chicago (MDW) 17:35 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-07 through 2025-12-14
Thu 14:20 Midway, Chicago (MDW) 17:35 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2025-12-18
Mon 14:20 Midway, Chicago (MDW) 17:35 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-01-05
Sat 15:10 Midway, Chicago (MDW) 18:25 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-22 through 2025-11-29
Sat 15:10 Midway, Chicago (MDW) 18:25 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-20 through 2026-01-03
Mon-Wed 16:05 Midway, Chicago (MDW) 19:20 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 16:05 Midway, Chicago (MDW) 19:20 Boston Logan (BOS) B Southwest Airlines WN 3680 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-19 through 2026-01-04
Fri 07:45 Midway, Chicago (MDW) 11:00 Boston Logan (BOS) B Southwest Airlines WN 3786 Non-stop Boeing 737-700 (73W) 2:15 Operates only on 2025-07-04
Mon,Thu,Fri 08:05 Midway, Chicago (MDW) 11:20 Boston Logan (BOS) B Southwest Airlines WN 3786 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 08:05 Midway, Chicago (MDW) 11:20 Boston Logan (BOS) B Southwest Airlines WN 3786 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-07-07 through 2025-08-04
Sat 09:40 Midway, Chicago (MDW) 13:00 Boston Logan (BOS) B Southwest Airlines WN 3786 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-07 through 2025-08-02
Tue,Wed 18:05 Midway, Chicago (MDW) 21:20 Boston Logan (BOS) B Southwest Airlines WN 3786 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-06-10 through 2025-07-30
Sun 20:05 Midway, Chicago (MDW) 23:20 Boston Logan (BOS) B Southwest Airlines WN 3786 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-06-08 through 2025-08-03
Tue,Wed 05:05 Midway, Chicago (MDW) 08:15 Boston Logan (BOS) B Southwest Airlines WN 3787 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-06-10 through 2025-07-30
Sat 14:10 Midway, Chicago (MDW) 17:30 Boston Logan (BOS) B Southwest Airlines WN 3787 Non-stop Boeing 737-800 (73H) 2:20 Effective 2025-06-07 through 2025-08-02
Fri 14:35 Midway, Chicago (MDW) 17:55 Boston Logan (BOS) B Southwest Airlines WN 3787 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2025-07-04
Sun 15:10 Midway, Chicago (MDW) 18:30 Boston Logan (BOS) B Southwest Airlines WN 3787 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 15:35 Midway, Chicago (MDW) 18:55 Boston Logan (BOS) B Southwest Airlines WN 3787 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-06-05 through 2025-07-03
Mon,Thu,Fri 15:35 Midway, Chicago (MDW) 18:55 Boston Logan (BOS) B Southwest Airlines WN 3787 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2025-07-07 through 2025-08-04
Tue,Wed 13:15 Midway, Chicago (MDW) 16:30 Boston Logan (BOS) B Southwest Airlines WN 3834 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-07 through 2025-10-29
Mon,Thu,Fri,Sun 06:05 Midway, Chicago (MDW) 09:20 Boston Logan (BOS) B Southwest Airlines WN 4295 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-10-02 through 2025-10-31
Tue,Wed 06:05 Midway, Chicago (MDW) 09:20 Boston Logan (BOS) B Southwest Airlines WN 4295 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-10-07 through 2025-10-29
Sat 06:40 Midway, Chicago (MDW) 09:55 Boston Logan (BOS) B Southwest Airlines WN 4295 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2025-10-04 through 2025-11-01
Mon-Wed 05:30 Midway, Chicago (MDW) 08:45 Boston Logan (BOS) B Southwest Airlines WN 4825 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 05:30 Midway, Chicago (MDW) 08:45 Boston Logan (BOS) B Southwest Airlines WN 4825 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2025-12-19 through 2026-01-04
Sat 06:00 Midway, Chicago (MDW) 09:15 Boston Logan (BOS) B Southwest Airlines WN 4825 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-11-22 through 2025-11-29
Sat 06:00 Midway, Chicago (MDW) 09:15 Boston Logan (BOS) B Southwest Airlines WN 4825 Non-stop Boeing 737-800 (73H) 2:15 Effective 2025-12-20 through 2026-01-03
Non-Direct Flights:
Mon-Wed 13:20 Midway, Chicago (MDW) 18:15 Boston Logan (BOS) B Southwest Airlines WN 2120 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 13:20 Midway, Chicago (MDW) 18:15 Boston Logan (BOS) B Southwest Airlines WN 2120 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2025-12-19 through 2026-01-04

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1 2 3

A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Boston Logan airport (BOS).
The flight distance is 858 miles, or 1380 km.
The timezone of the departure airport is UTC-6 (plus 1h DST), and the timezone of the arrival airport is UTC-5 (plus 1h DST). Current time at the point of departure is 10:58pm, and 11:58pm at the point of arrival. There is a 1 hour time difference between the airports.
For direct flights, the flight time varies between 2:10 and 2:25.

Return (BOS-MDW) flights

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

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FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN3678

09:35

Midway, Chicago (MDW)

12:50

Boston Logan (BOS) B

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3678

09:35

Midway, Chicago (MDW)

12:50

Boston Logan (BOS) B

Effective 2025-11-21 through 2025-11-28

Mon

Tue

Wed

Thu
-

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3678

09:35

Midway, Chicago (MDW)

12:50

Boston Logan (BOS) B

Effective 2025-12-01 through 2025-12-07

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3678

09:35

Midway, Chicago (MDW)

12:50

Boston Logan (BOS) B

Effective 2025-12-12 through 2025-12-21

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3678

09:35

Midway, Chicago (MDW)

12:50

Boston Logan (BOS) B

Effective 2025-12-22 through 2026-01-05

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3678

09:50

Midway, Chicago (MDW)

13:10

Boston Logan (BOS) B

Effective 2025-11-08 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3678

18:15

Midway, Chicago (MDW)

21:35

Boston Logan (BOS) B

Effective 2025-11-04 through 2025-11-12

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3678

18:15

Midway, Chicago (MDW)

21:35

Boston Logan (BOS) B

Effective 2025-11-17 through 2025-11-20

Mon

Tue

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3678

18:15

Midway, Chicago (MDW)

21:35

Boston Logan (BOS) B

Effective 2025-12-02 through 2025-12-11

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3678

18:15

Midway, Chicago (MDW)

21:35

Boston Logan (BOS) B

Effective 2025-12-15 through 2025-12-17

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3678

18:15

Midway, Chicago (MDW)

21:35

Boston Logan (BOS) B

Effective 2025-12-24 through 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

12:50

Midway, Chicago (MDW)

16:05

Boston Logan (BOS) B

Effective 2025-11-08 through 2025-11-15

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3680

12:50

Midway, Chicago (MDW)

16:05

Boston Logan (BOS) B

Effective 2025-12-06 through 2025-12-13

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3680

13:55

Midway, Chicago (MDW)

17:10

Boston Logan (BOS) B

Operates only on 2025-11-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3680

14:20

Midway, Chicago (MDW)

17:35

Boston Logan (BOS) B

Effective 2025-11-02 through 2025-11-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

14:20

Midway, Chicago (MDW)

17:35

Boston Logan (BOS) B

Effective 2025-11-21 through 2025-11-28

Mon

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

14:20

Midway, Chicago (MDW)

17:35

Boston Logan (BOS) B

Effective 2025-12-07 through 2025-12-14

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

14:20

Midway, Chicago (MDW)

17:35

Boston Logan (BOS) B

Operates only on 2025-12-18

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

14:20

Midway, Chicago (MDW)

17:35

Boston Logan (BOS) B

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

15:10

Midway, Chicago (MDW)

18:25

Boston Logan (BOS) B

Effective 2025-11-22 through 2025-11-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

15:10

Midway, Chicago (MDW)

18:25

Boston Logan (BOS) B

Effective 2025-12-20 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3680

16:05

Midway, Chicago (MDW)

19:20

Boston Logan (BOS) B

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3680

16:05

Midway, Chicago (MDW)

19:20

Boston Logan (BOS) B

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3786

07:45

Midway, Chicago (MDW)

11:00

Boston Logan (BOS) B

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN3786

08:05

Midway, Chicago (MDW)

11:20

Boston Logan (BOS) B

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3786

08:05

Midway, Chicago (MDW)

11:20

Boston Logan (BOS) B

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3786

09:40

Midway, Chicago (MDW)

13:00

Boston Logan (BOS) B

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3786

18:05

Midway, Chicago (MDW)

21:20

Boston Logan (BOS) B

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3786

20:05

Midway, Chicago (MDW)

23:20

Boston Logan (BOS) B

Effective 2025-06-08 through 2025-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3787

05:05

Midway, Chicago (MDW)

08:15

Boston Logan (BOS) B

Effective 2025-06-10 through 2025-07-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3787

14:10

Midway, Chicago (MDW)

17:30

Boston Logan (BOS) B

Effective 2025-06-07 through 2025-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:20, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN3787

14:35

Midway, Chicago (MDW)

17:55

Boston Logan (BOS) B

Operates only on 2025-07-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3787

15:10

Midway, Chicago (MDW)

18:30

Boston Logan (BOS) B

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)

Southwest Airlines WN3787

15:35

Midway, Chicago (MDW)

18:55

Boston Logan (BOS) B

Effective 2025-06-05 through 2025-07-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3787

15:35

Midway, Chicago (MDW)

18:55

Boston Logan (BOS) B

Effective 2025-07-07 through 2025-08-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3834

13:15

Midway, Chicago (MDW)

16:30

Boston Logan (BOS) B

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN4295

06:05

Midway, Chicago (MDW)

09:20

Boston Logan (BOS) B

Effective 2025-10-02 through 2025-10-31

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4295

06:05

Midway, Chicago (MDW)

09:20

Boston Logan (BOS) B

Effective 2025-10-07 through 2025-10-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4295

06:40

Midway, Chicago (MDW)

09:55

Boston Logan (BOS) B

Effective 2025-10-04 through 2025-11-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN4825

05:30

Midway, Chicago (MDW)

08:45

Boston Logan (BOS) B

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4825

05:30

Midway, Chicago (MDW)

08:45

Boston Logan (BOS) B

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4825

06:00

Midway, Chicago (MDW)

09:15

Boston Logan (BOS) B

Effective 2025-11-22 through 2025-11-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN4825

06:00

Midway, Chicago (MDW)

09:15

Boston Logan (BOS) B

Effective 2025-12-20 through 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:15, non-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Southwest Airlines WN2120

13:20

Midway, Chicago (MDW)

18:15

Boston Logan (BOS) B

Effective 2025-11-25 through 2025-12-01

Mon

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, 1-stop
Boeing 737-700 (Scimitar Winglets)

Southwest Airlines WN2120

13:20

Midway, Chicago (MDW)

18:15

Boston Logan (BOS) B

Effective 2025-12-19 through 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 3:55, 1-stop
Boeing 737-700 (Scimitar Winglets)

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A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Boston Logan airport (BOS).
The flight distance is 858 miles, or 1380 km.
The timezone of the departure airport is UTC-6 (plus 1h DST), and the timezone of the arrival airport is UTC-5 (plus 1h DST). Current time at the point of departure is 10:58pm, and 11:58pm at the point of arrival. There is a 1 hour time difference between the airports.
For direct flights, the flight time varies between 2:10 and 2:25.

Return (BOS-MDW) flights

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