All airlines flying from Baltimore (BWI) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 20:55 Baltimore (BWI) 22:00 Chicago Midway (MDW)
Southwest Airlines WN 999 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-04 through 2026-08-03
Sat 21:25 Baltimore (BWI) 22:25 Chicago Midway (MDW)
Southwest Airlines WN 999 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-06-06 through 2026-08-01
Tue,Wed 10:00 Baltimore (BWI) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 1139 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-09 through 2026-07-29
Sun 12:45 Baltimore (BWI) 13:45 Chicago Midway (MDW)
Southwest Airlines WN 1160 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-04-12 through 2026-05-17
Sun 12:45 Baltimore (BWI) 13:45 Chicago Midway (MDW)
Southwest Airlines WN 1160 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-05-31
Mon,Thu,Fri 13:10 Baltimore (BWI) 14:05 Chicago Midway (MDW)
Southwest Airlines WN 1195 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-06 through 2026-09-28
Tue,Wed 18:05 Baltimore (BWI) 19:05 Chicago Midway (MDW)
Southwest Airlines WN 1195 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-08-04 through 2026-09-30
Sun 18:35 Baltimore (BWI) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 1195 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 21:15 Baltimore (BWI) 22:20 Chicago Midway (MDW)
Southwest Airlines WN 1200 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-04-09 through 2026-06-01
Sat 13:40 Baltimore (BWI) 14:40 Chicago Midway (MDW)
Southwest Airlines WN 1446 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-06 through 2026-08-01
Sat 10:15 Baltimore (BWI) 11:25 Chicago Midway (MDW)
Southwest Airlines WN 1530 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-10 through 2026-02-07
Wed,Thu 16:45 Baltimore (BWI) 17:50 Chicago Midway (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-01
Mon 21:55 Baltimore (BWI) 23:00 Chicago Midway (MDW)
Southwest Airlines WN 1539 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-01-05
Sat 06:25 Baltimore (BWI) 07:40 Chicago Midway (MDW)
Southwest Airlines WN 1583 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-07 through 2026-04-04
Tue,Wed 06:30 Baltimore (BWI) 07:45 Chicago Midway (MDW)
Southwest Airlines WN 1583 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 06:40 Baltimore (BWI) 07:50 Chicago Midway (MDW)
Southwest Airlines WN 1583 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06
Sun 19:35 Baltimore (BWI) 20:45 Chicago Midway (MDW)
Southwest Airlines WN 1583 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-03-08 through 2026-04-05
Sat 19:00 Baltimore (BWI) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 1585 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 19:05 Baltimore (BWI) 20:15 Chicago Midway (MDW)
Southwest Airlines WN 1585 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06
Sun 13:55 Baltimore (BWI) 14:55 Chicago Midway (MDW)
Southwest Airlines WN 1717 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2026-05-24
Sun 15:00 Baltimore (BWI) 16:05 Chicago Midway (MDW)
Southwest Airlines WN 1717 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-12 through 2026-05-17
Sun 15:00 Baltimore (BWI) 16:05 Chicago Midway (MDW)
Southwest Airlines WN 1717 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-05-31
Mon 07:45 Baltimore (BWI) 08:50 Chicago Midway (MDW)
Southwest Airlines WN 1752 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-01-05
Sat 07:50 Baltimore (BWI) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 1752 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-01-03
Mon,Tue,Fri,Sun 07:55 Baltimore (BWI) 09:00 Chicago Midway (MDW)
Southwest Airlines WN 1752 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-04
Mon,Tue,Fri,Sun 09:15 Baltimore (BWI) 10:25 Chicago Midway (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-04
Mon 09:55 Baltimore (BWI) 11:00 Chicago Midway (MDW)
Southwest Airlines WN 1753 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-01-05
Mon 19:30 Baltimore (BWI) 20:40 Chicago Midway (MDW)
Southwest Airlines WN 1755 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2026-01-05
Fri,Sun 19:50 Baltimore (BWI) 20:55 Chicago Midway (MDW)
Southwest Airlines WN 1755 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-02 through 2026-01-04
Sat 20:20 Baltimore (BWI) 21:25 Chicago Midway (MDW)
Southwest Airlines WN 1755 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-01-03
Sat 15:45 Baltimore (BWI) 16:55 Chicago Midway (MDW)
Southwest Airlines WN 1924 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-10 through 2026-01-31
Tue,Wed 18:25 Baltimore (BWI) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 1924 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 06:05 Baltimore (BWI) 07:10 Chicago Midway (MDW)
Southwest Airlines WN 2015 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-09 through 2026-06-01
Sat 06:50 Baltimore (BWI) 07:55 Chicago Midway (MDW)
Southwest Airlines WN 2015 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-11 through 2026-05-30
Sat 21:55 Baltimore (BWI) 23:00 Chicago Midway (MDW)
Southwest Airlines WN 2284 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 22:25 Baltimore (BWI) 23:35 Chicago Midway (MDW)
Southwest Airlines WN 2284 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-03-05 through 2026-04-06
Sun 22:30 Baltimore (BWI) 23:40 Chicago Midway (MDW)
Southwest Airlines WN 2284 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-03-08 through 2026-04-05
Mon-Fri 07:45 Baltimore (BWI) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 07:45 Baltimore (BWI) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-01-18 through 2026-01-23
Mon-Fri 07:45 Baltimore (BWI) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 07:45 Baltimore (BWI) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-02-08 through 2026-02-11
Tue,Wed 07:45 Baltimore (BWI) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-02-18 through 2026-03-04
Thu,Fri,Sun 16:25 Baltimore (BWI) 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-11 through 2026-01-16
Mon,Sun 16:25 Baltimore (BWI) 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 16:25 Baltimore (BWI) 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-01 through 2026-02-06
Mon,Sun 16:25 Baltimore (BWI) 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 16:25 Baltimore (BWI) 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-17 through 2026-02-23
Mon 16:25 Baltimore (BWI) 17:35 Chicago Midway (MDW)
Southwest Airlines WN 2285 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-03-02
Sun 17:55 Baltimore (BWI) 19:00 Chicago Midway (MDW)
Southwest Airlines WN 2333 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-05-24
Tue,Wed 18:20 Baltimore (BWI) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-04-07 through 2026-06-03
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All airlines flying from Baltimore (BWI) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, 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: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, 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: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, 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: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

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

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-10 through 2026-01-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, 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: 2:20, 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: 2:20, 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: 2:20, 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: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Baltimore airport (BWI) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 609 miles, or 980 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 1:55 and 2:20.