Airlines with flights from Hartford to Chicago

There are two airlines with scheduled flights between BDL and MDW. Southwest is the only airline with non-stop flights from Bradley International to Midway International Airport and the flight time is 2 hours and 25 minutes.

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Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 25 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 12 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
BDL
Direct
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN909
07:00
07:30
06:00
07:30
07:00
----
07:00
WN4911
----
----
----
----
----
18:25
----
WN2221
20:00
18:55
----
18:55
20:00
----
20:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2025-01-15

Via Baltimore with Southwest Airlines

  • Total flight time: 4h 05m - 8h 25m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 20 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
BDL
 
Via BWI
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN435
WN5265
----
----
06:30
----
----
05:40
----
WN435
WN1594
----
06:10
----
06:10
----
----
----
WN2195
WN1471
----
08:05
----
08:05
----
----
----
WN2195
WN519
----
----
10:25
----
----
----
----
WN1073
WN2756
----
----
----
----
----
10:40
----
WN2195
WN849
11:20
----
----
----
11:20
----
11:20
WN974
WN2756
----
----
----
----
----
12:20
----
WN974
WN519
----
----
12:20
----
----
----
----
WN1427
WN2804
16:40
13:40
----
13:40
16:40
----
16:40
WN3504
WN6139
----
----
----
----
----
14:50
----
WN1427
WN2965
----
----
16:50
----
----
----
----
WN977
WN4710
----
16:55
----
16:55
----
----
----
WN3418
WN1742
----
----
----
----
----
17:15
----
WN2909
WN4710
17:45
----
----
----
17:45
----
17:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2025-01-15

Via Detroit with Delta Air Lines

  • Total flight time: 3h 52m - 6h 19m.
  • Sky Team Alliance
  • 7 flights per week
BDL
 
Via DTW
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL2829
DL3869
12:55
12:55
12:55
12:55
12:55
12:55
12:55
SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2025-01-15

Via Nashville with Southwest Airlines

  • Total flight time: 5h 05m - 8h 20m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
BDL
 
Via BNA
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN435
WN5265
----
----
06:30
----
----
05:40
----
WN435
WN1594
----
06:10
----
06:10
----
----
----
WN2195
WN1471
----
08:05
----
08:05
----
----
----
WN2195
WN519
----
----
10:25
----
----
----
----
WN1073
WN2756
----
----
----
----
----
10:40
----
WN2195
WN849
11:20
----
----
----
11:20
----
11:20
WN974
WN2756
----
----
----
----
----
12:20
----
WN974
WN519
----
----
12:20
----
----
----
----
WN1427
WN2804
16:40
13:40
----
13:40
16:40
----
16:40
WN3504
WN6139
----
----
----
----
----
14:50
----
WN1427
WN2965
----
----
16:50
----
----
----
----
WN977
WN4710
----
16:55
----
16:55
----
----
----
WN3418
WN1742
----
----
----
----
----
17:15
----
WN2909
WN4710
17:45
----
----
----
17:45
----
17:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2025-01-15

Via Columbus with Southwest Airlines

  • Total flight time: 5h 15m - 6h 05m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
BDL
 
Via CMH
 
MDW
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
WN435
WN5265
----
----
06:30
----
----
05:40
----
WN435
WN1594
----
06:10
----
06:10
----
----
----
WN2195
WN1471
----
08:05
----
08:05
----
----
----
WN2195
WN519
----
----
10:25
----
----
----
----
WN1073
WN2756
----
----
----
----
----
10:40
----
WN2195
WN849
11:20
----
----
----
11:20
----
11:20
WN974
WN2756
----
----
----
----
----
12:20
----
WN974
WN519
----
----
12:20
----
----
----
----
WN1427
WN2804
16:40
13:40
----
13:40
16:40
----
16:40
WN3504
WN6139
----
----
----
----
----
14:50
----
WN1427
WN2965
----
----
16:50
----
----
----
----
WN977
WN4710
----
16:55
----
16:55
----
----
----
WN3418
WN1742
----
----
----
----
----
17:15
----
WN2909
WN4710
17:45
----
----
----
17:45
----
17:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2025-01-15

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