All airlines flying from Hartford (BDL) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 11:20 Hartford (BDL) 12:50 Chicago Midway (MDW)
Southwest Airlines WN 168 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 11:40 Hartford (BDL) 13:05 Chicago Midway (MDW)
Southwest Airlines WN 202 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-09 through 2026-06-01
Tue,Wed 12:25 Hartford (BDL) 13:50 Chicago Midway (MDW)
Southwest Airlines WN 202 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-07 through 2026-06-03
Tue,Wed 12:20 Hartford (BDL) 13:50 Chicago Midway (MDW)
Southwest Airlines WN 312 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-10 through 2026-04-01
Tue,Wed,Sun 07:50 Hartford (BDL) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-04 through 2026-09-30
Sat 07:55 Hartford (BDL) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 423 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-08 through 2026-09-26
Tue,Wed 17:55 Hartford (BDL) 19:15 Chicago Midway (MDW)
Southwest Airlines WN 425 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-04 through 2026-09-30
Sun 18:20 Hartford (BDL) 19:40 Chicago Midway (MDW)
Southwest Airlines WN 425 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 12:40 Hartford (BDL) 14:05 Chicago Midway (MDW)
Southwest Airlines WN 427 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-04 through 2026-08-03
Tue,Wed 12:40 Hartford (BDL) 14:05 Chicago Midway (MDW)
Southwest Airlines WN 427 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-06-09 through 2026-07-29
Sat 05:00 Hartford (BDL) 06:35 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 05:10 Hartford (BDL) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 05:10 Hartford (BDL) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-20 through 2026-03-01
Thu,Fri,Sun 05:15 Hartford (BDL) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-11 through 2026-01-16
Mon,Sun 05:15 Hartford (BDL) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 05:15 Hartford (BDL) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-01 through 2026-02-06
Mon,Sun 05:15 Hartford (BDL) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 05:15 Hartford (BDL) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-17 through 2026-02-23
Mon 05:15 Hartford (BDL) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-03-02
Tue 05:30 Hartford (BDL) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-06
Mon-Fri 05:30 Hartford (BDL) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-07 through 2026-01-14
Tue-Fri,Sun 05:30 Hartford (BDL) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-18 through 2026-01-23
Mon-Fri 05:30 Hartford (BDL) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 05:30 Hartford (BDL) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-08 through 2026-02-11
Tue,Wed 05:30 Hartford (BDL) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-18 through 2026-03-04
Sat 17:55 Hartford (BDL) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-06-06 through 2026-08-01
Tue,Wed 18:30 Hartford (BDL) 20:00 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 19:10 Hartford (BDL) 20:40 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-06-04 through 2026-08-03
Sun 19:15 Hartford (BDL) 20:40 Chicago Midway (MDW)
Southwest Airlines WN 428 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 08:00 Hartford (BDL) 09:20 Chicago Midway (MDW)
Southwest Airlines WN 473 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-06 through 2026-09-28
Tue,Wed 18:20 Hartford (BDL) 19:50 Chicago Midway (MDW)
Southwest Airlines WN 588 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 19:20 Hartford (BDL) 20:45 Chicago Midway (MDW)
Southwest Airlines WN 588 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-04-09 through 2026-06-01
Mon,Tue,Fri,Sun 05:00 Hartford (BDL) 06:30 Chicago Midway (MDW)
Southwest Airlines WN 869 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-04
Sat 05:15 Hartford (BDL) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 869 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-03
Wed,Thu 17:40 Hartford (BDL) 19:10 Chicago Midway (MDW)
Southwest Airlines WN 873 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-01
Mon 19:15 Hartford (BDL) 20:45 Chicago Midway (MDW)
Southwest Airlines WN 873 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2026-01-05
Sat,Sun 07:15 Hartford (BDL) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 984 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-07 through 2026-04-05
Tue,Wed 07:30 Hartford (BDL) 09:00 Chicago Midway (MDW)
Southwest Airlines WN 984 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 07:35 Hartford (BDL) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 984 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-05 through 2026-04-06
Sun 07:05 Hartford (BDL) 08:25 Chicago Midway (MDW)
Southwest Airlines WN 1102 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-07 through 2026-08-02
Sun 11:20 Hartford (BDL) 12:35 Chicago Midway (MDW)
Southwest Airlines WN 1459 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-08-09 through 2026-09-27
Tue,Wed 12:45 Hartford (BDL) 14:05 Chicago Midway (MDW)
Southwest Airlines WN 1459 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 18:20 Hartford (BDL) 19:40 Chicago Midway (MDW)
Southwest Airlines WN 1459 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-06 through 2026-09-28
Wed,Thu 05:15 Hartford (BDL) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 1596 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-01
Mon 05:15 Hartford (BDL) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 1596 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2026-01-05
Sat 07:00 Hartford (BDL) 08:25 Chicago Midway (MDW)
Southwest Airlines WN 2108 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 07:45 Hartford (BDL) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2108 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-04-09 through 2026-06-01
Sun 07:45 Hartford (BDL) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2108 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-12 through 2026-05-17
Sun 07:45 Hartford (BDL) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 2108 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-05-31
Tue,Wed 07:50 Hartford (BDL) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 2108 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-07 through 2026-06-03
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All airlines flying from Hartford (BDL) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, 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: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-06
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-07 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:35, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:35, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, 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: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

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

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
Duration: 2:30, 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: 2:30, 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: 2:30, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, 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: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

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

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, 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: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, 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: 2:25, non-stop
Boeing 737 MAX 8 (7M8)
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  • A domestic route departing from the Hartford airport (BDL) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 774 miles, or 1246 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.