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

FLIGHT SCHEDULE
Direct Flights:
Sun 18:50 Chicago Midway (MDW) 21:50 Hartford (BDL) Southwest Airlines WN 3409 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 12:55 Chicago Midway (MDW) 16:00 Hartford (BDL) Southwest Airlines WN 3547 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-09 through 2026-06-01
Sat 15:25 Chicago Midway (MDW) 18:25 Hartford (BDL) Southwest Airlines WN 4211 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-08-08 through 2026-09-26
Tue 18:15 Chicago Midway (MDW) 21:25 Hartford (BDL) Southwest Airlines WN 4359 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-08-04 through 2026-09-29
Wed 18:15 Chicago Midway (MDW) 21:25 Hartford (BDL) Southwest Airlines WN 4408 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-08-05 through 2026-09-30
Sat 18:05 Chicago Midway (MDW) 21:05 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 18:10 Chicago Midway (MDW) 21:10 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 18:10 Chicago Midway (MDW) 21:10 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-15 through 2026-02-19
Mon 18:10 Chicago Midway (MDW) 21:10 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-23 through 2026-03-02
Thu,Fri,Sun 18:15 Chicago Midway (MDW) 21:15 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-01-11 through 2026-01-16
Mon,Sun 18:15 Chicago Midway (MDW) 21:15 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-01-19 through 2026-01-25
Sun 18:15 Chicago Midway (MDW) 21:15 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-02-01
Mon,Thu,Fri 19:35 Chicago Midway (MDW) 22:35 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 19:35 Chicago Midway (MDW) 22:35 Hartford (BDL) Southwest Airlines WN 4670 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-20 through 2026-03-01
Mon,Thu,Fri 09:35 Chicago Midway (MDW) 12:35 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 09:35 Chicago Midway (MDW) 12:35 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-02-20 through 2026-03-01
Thu,Fri,Sun 09:55 Chicago Midway (MDW) 13:00 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-11 through 2026-01-16
Mon,Sun 09:55 Chicago Midway (MDW) 13:00 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 09:55 Chicago Midway (MDW) 13:00 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-01 through 2026-02-06
Mon,Sun 09:55 Chicago Midway (MDW) 13:00 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 09:55 Chicago Midway (MDW) 13:00 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-17 through 2026-02-23
Mon 09:55 Chicago Midway (MDW) 13:00 Hartford (BDL) Southwest Airlines WN 4888 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-03-02
Sun 13:10 Chicago Midway (MDW) 16:15 Hartford (BDL) Southwest Airlines WN 5034 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-08-09 through 2026-09-27

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at Hartford airport (BDL).
The flight distance is 774 miles, or 1246 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:15.

Return (BDL-MDW) flights

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN3409

18:50

Chicago Midway (MDW)

21:50

Hartford (BDL)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3547

12:55

Chicago Midway (MDW)

16:00

Hartford (BDL)

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:

Southwest Airlines WN4211

15:25

Chicago Midway (MDW)

18:25

Hartford (BDL)

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4359

18:15

Chicago Midway (MDW)

21:25

Hartford (BDL)

Effective 2026-08-04 through 2026-09-29

Mon
-

Tue

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4408

18:15

Chicago Midway (MDW)

21:25

Hartford (BDL)

Effective 2026-08-05 through 2026-09-30

Mon
-

Tue
-

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:05

Chicago Midway (MDW)

21:05

Hartford (BDL)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:10

Chicago Midway (MDW)

21:10

Hartford (BDL)

Effective 2026-02-05 through 2026-02-09

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:10

Chicago Midway (MDW)

21:10

Hartford (BDL)

Effective 2026-02-15 through 2026-02-19

Mon
-

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:10

Chicago Midway (MDW)

21:10

Hartford (BDL)

Effective 2026-02-23 through 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:15

Chicago Midway (MDW)

21:15

Hartford (BDL)

Effective 2026-01-11 through 2026-01-16

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:15

Chicago Midway (MDW)

21:15

Hartford (BDL)

Effective 2026-01-19 through 2026-01-25

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

18:15

Chicago Midway (MDW)

21:15

Hartford (BDL)

Operates only on 2026-02-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

19:35

Chicago Midway (MDW)

22:35

Hartford (BDL)

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4670

19:35

Chicago Midway (MDW)

22:35

Hartford (BDL)

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4888

09:35

Chicago Midway (MDW)

12:35

Hartford (BDL)

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4888

09:35

Chicago Midway (MDW)

12:35

Hartford (BDL)

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4888

09:55

Chicago Midway (MDW)

13:00

Hartford (BDL)

Effective 2026-01-11 through 2026-01-16

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4888

09:55

Chicago Midway (MDW)

13:00

Hartford (BDL)

Effective 2026-01-19 through 2026-01-25

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4888

09:55

Chicago Midway (MDW)

13:00

Hartford (BDL)

Effective 2026-02-01 through 2026-02-06

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4888

09:55

Chicago Midway (MDW)

13:00

Hartford (BDL)

Effective 2026-02-09 through 2026-02-15

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4888

09:55

Chicago Midway (MDW)

13:00

Hartford (BDL)

Effective 2026-02-17 through 2026-02-23

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4888

09:55

Chicago Midway (MDW)

13:00

Hartford (BDL)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN5034

13:10

Chicago Midway (MDW)

16:15

Hartford (BDL)

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at Hartford airport (BDL).
The flight distance is 774 miles, or 1246 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:15.

Return (BDL-MDW) flights

Feedback - Disclaimer - Privacy