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 30 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 30 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 16 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
BDL
Direct
MDW

The timetable & schedule information was updated at 2024-11-19

Via Baltimore with Southwest Airlines

  • Total flight time: 4h 05m - 8h 25m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 23 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
BDL
 
Via BWI
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN435
WN5265
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06:00
06:05
WN3504
WN6315
06:00
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WN250
WN2328
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08:00
08:00
08:00
08:00
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WN250
WN954
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08:00
08:00
08:00
08:00
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WN974
WN2833
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11:20
WN875
WN1622
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11:25
11:25
11:25
11:25
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WN875
WN477
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11:25
11:25
11:25
11:25
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WN2195
WN477
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11:30
11:30
11:30
11:30
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WN1207
WN1689
11:30
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WN2195
WN2756
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11:30
11:30
11:30
11:30
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WN1427
WN6432
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----
----
----
11:40
WN977
WN1291
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13:30
13:30
13:30
13:30
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WN977
WN1700
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13:30
13:30
13:30
13:30
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WN977
WN391
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13:30
13:30
13:30
13:30
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WN3504
WN981
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----
----
----
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15:15
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WN3504
WN1066
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15:20
WN3504
WN1006
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15:20
WN3504
WN1776
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15:20
WN1427
WN1449
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15:35
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WN1073
WN499
15:55
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WN1073
WN1059
15:55
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WN1073
WN1014
15:55
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WN1211
WN4710
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16:10
16:10
16:10
16:10
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WN977
WN4710
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----
----
----
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18:00
WN987
WN2536
18:40
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SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2024-11-19

Via Detroit with Delta Air Lines

  • Total flight time: 3h 48m - 5h 33m.
  • Sky Team Alliance
  • 18 flights per week
BDL
 
Via DTW
 
MDW

The timetable & schedule information was updated at 2024-11-19

Via Nashville with Southwest Airlines

  • Total flight time: 4h 45m - 7h 10m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 5 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
BDL
 
Via BNA
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN435
WN5265
----
----
----
----
----
06:00
06:05
WN3504
WN6315
06:00
----
----
----
----
----
----
WN250
WN2328
----
08:00
08:00
08:00
08:00
----
----
WN250
WN954
----
08:00
08:00
08:00
08:00
----
----
WN974
WN2833
----
----
----
----
----
----
11:20
WN875
WN1622
----
11:25
11:25
11:25
11:25
----
----
WN875
WN477
----
11:25
11:25
11:25
11:25
----
----
WN2195
WN477
----
11:30
11:30
11:30
11:30
----
----
WN1207
WN1689
11:30
----
----
----
----
----
----
WN2195
WN2756
----
11:30
11:30
11:30
11:30
----
----
WN1427
WN6432
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----
----
----
----
----
11:40
WN977
WN1291
----
13:30
13:30
13:30
13:30
----
----
WN977
WN1700
----
13:30
13:30
13:30
13:30
----
----
WN977
WN391
----
13:30
13:30
13:30
13:30
----
----
WN3504
WN981
----
----
----
----
----
15:15
----
WN3504
WN1066
----
----
----
----
----
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15:20
WN3504
WN1006
----
----
----
----
----
----
15:20
WN3504
WN1776
----
----
----
----
----
----
15:20
WN1427
WN1449
----
----
----
----
----
15:35
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WN1073
WN499
15:55
----
----
----
----
----
----
WN1073
WN1059
15:55
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----
----
----
----
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WN1073
WN1014
15:55
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----
----
----
----
----
WN1211
WN4710
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16:10
16:10
16:10
16:10
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WN977
WN4710
----
----
----
----
----
----
18:00
WN987
WN2536
18:40
----
----
----
----
----
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SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2024-11-19

Via Columbus with Southwest Airlines

  • Total flight time: 6h 05m - 7h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 (winglets) Passenger/BBJ1
BDL
 
Via CMH
 
MDW
 
Flight
Mon
Dec 2
Tue
Dec 3
Wed
Dec 4
Thu
Dec 5
Fri
Dec 6
Sat
Dec 7
Sun
Dec 8
WN435
WN5265
----
----
----
----
----
06:00
06:05
WN3504
WN6315
06:00
----
----
----
----
----
----
WN250
WN2328
----
08:00
08:00
08:00
08:00
----
----
WN250
WN954
----
08:00
08:00
08:00
08:00
----
----
WN974
WN2833
----
----
----
----
----
----
11:20
WN875
WN1622
----
11:25
11:25
11:25
11:25
----
----
WN875
WN477
----
11:25
11:25
11:25
11:25
----
----
WN2195
WN477
----
11:30
11:30
11:30
11:30
----
----
WN1207
WN1689
11:30
----
----
----
----
----
----
WN2195
WN2756
----
11:30
11:30
11:30
11:30
----
----
WN1427
WN6432
----
----
----
----
----
----
11:40
WN977
WN1291
----
13:30
13:30
13:30
13:30
----
----
WN977
WN1700
----
13:30
13:30
13:30
13:30
----
----
WN977
WN391
----
13:30
13:30
13:30
13:30
----
----
WN3504
WN981
----
----
----
----
----
15:15
----
WN3504
WN1066
----
----
----
----
----
----
15:20
WN3504
WN1006
----
----
----
----
----
----
15:20
WN3504
WN1776
----
----
----
----
----
----
15:20
WN1427
WN1449
----
----
----
----
----
15:35
----
WN1073
WN499
15:55
----
----
----
----
----
----
WN1073
WN1059
15:55
----
----
----
----
----
----
WN1073
WN1014
15:55
----
----
----
----
----
----
WN1211
WN4710
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16:10
16:10
16:10
16:10
----
----
WN977
WN4710
----
----
----
----
----
----
18:00
WN987
WN2536
18:40
----
----
----
----
----
----
SHOW RETURN SCHEDULE
CHECK PRICES FOR BDL - MDW

The timetable & schedule information was updated at 2024-11-19

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