Airlines with flights from Chicago to Hartford

There are two airlines with scheduled flights between MDW and BDL. Southwest is the only airline with non-stop flights from Midway International Airport to Bradley International and the flight time is 2 hours and 5 minutes.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 5 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 19 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
BDL
 
Flight
Mon
Aug 3
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Aug 4
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Aug 5
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Aug 6
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Aug 7
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Aug 9
WN2731
07:45
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WN105
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08:45
08:45
08:45
08:45
07:50
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WN4708
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08:05
WN2674
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13:00
13:00
19:10
19:10
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WN2122
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13:10
13:10
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13:10
WN692
13:30
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WN4211
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15:25
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WN1406
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18:20
WN4359
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18:25
18:25
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WN1603
19:50
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BDL

The timetable & schedule information was updated at 2026-04-21

Delta Air Lines

Via Detroit with Delta Air Lines

  • Total flight time: 3h 34m - 5h 58m.
  • Sky Team Alliance
  • 63 flights per week
MDW
 
Via DTW
 
BDL
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
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Aug 8
Sun
Aug 9
DL4674
DL2814
09:20
09:20
09:20
09:20
09:20
09:20
09:20
DL4690
DL2989
18:58
18:58
18:58
18:58
18:58
18:35
18:58
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BDL

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Baltimore with Southwest Airlines

  • Total flight time: 3h 40m - 8h 25m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 140 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via BWI
 
BDL
 
Flight
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Aug 3
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Aug 5
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Aug 6
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Aug 7
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Aug 8
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Aug 9
WN2687
WN1742
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05:55
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WN961
WN875
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06:30
06:30
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WN2742
WN427
07:00
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WN1088
WN875
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07:10
WN294
WN1070
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07:30
07:30
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WN1156
WN1339
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07:40
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WN719
WN1339
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07:45
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WN2664
WN1339
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07:45
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WN2291
WN1339
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07:55
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WN986
WN2314
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08:00
WN232
WN2314
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08:05
WN1156
WN2314
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08:10
WN2664
WN425
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08:30
08:30
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WN2809
WN425
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08:30
08:30
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WN1156
WN425
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08:40
08:40
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WN747
WN425
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08:50
WN1355
WN1143
08:55
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WN312
WN1339
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09:05
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WN3292
WN371
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09:25
09:25
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WN294
WN425
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10:45
WN265
WN1459
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11:25
11:25
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WN2744
WN428
11:55
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WN1034
WN878
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12:45
12:45
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WN1094
WN1459
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13:00
13:00
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WN1035
WN878
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13:55
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WN704
WN3558
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14:35
14:35
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WN4832
WN878
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15:05
15:05
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WN2689
WN878
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15:45
18:00
WN4616
WN1879
17:20
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WN3292
WN3558
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17:25
17:25
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WN2745
WN1879
19:00
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BDL

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Nashville with Southwest Airlines

  • Total flight time: 4h 30m - 8h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 40 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via BNA
 
BDL
 
Flight
Mon
Aug 3
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Aug 4
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Aug 5
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Aug 6
Fri
Aug 7
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Aug 8
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Aug 9
WN1409
WN1951
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07:40
07:40
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WN1775
WN4369
07:55
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WN120
WN2591
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08:00
08:00
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WN1257
WN4369
09:00
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WN1585
WN1951
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11:40
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BDL

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Cleveland with Southwest Airlines

  • Total flight time: 5h 15m - 5h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via CLE
 
BDL
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN4969
WN371
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08:35
08:35
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BDL

The timetable & schedule information was updated at 2026-04-21

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Flight data on this page was last updated on 2026-07-13
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