Southwest Airlines

Southwest Flight From Boston to Chicago

Boston To Chicago Flight Schedule ( 103 flights found )

  • Airline
  • Dep Time
     
    Arr Time
  • American Airlines 3620
  • 12:45 PM
     
    10:20 PM
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  • Southwest Airlines 147
  • 09:10 PM
     
    10:50 PM
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  • Southwest Airlines 2419
  • 08:55 PM
     
    10:35 PM
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  • Southwest Airlines 960
  • 08:35 PM
     
    10:10 PM
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  • Southwest Airlines 6566
  • 04:55 PM
     
    06:45 PM
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  • Southwest Airlines 3295
  • 04:25 PM
     
    07:25 PM
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  • Southwest Airlines 498
  • 04:20 PM
     
    06:05 PM
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  • Southwest Airlines 227
  • 03:55 PM
     
    05:35 PM
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  • Southwest Airlines 1535
  • 01:25 PM
     
    03:05 PM
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  • Southwest Airlines 461
  • 11:15 AM
     
    12:50 PM
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  • Southwest Airlines 3450
  • 11:10 AM
     
    12:55 PM
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  • Southwest Airlines 267
  • 09:20 AM
     
    11:00 AM
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  • Southwest Airlines 2877
  • 07:00 AM
     
    09:45 AM
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  • Southwest Airlines 1196
  • 05:15 AM
     
    06:55 AM
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  • Southwest Airlines 987
  • 11:45 AM
     
    01:25 PM
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  • Southwest Airlines 643
  • 09:20 AM
     
    11:00 AM
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  • Southwest Airlines 618
  • 07:40 AM
     
    04:00 PM
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  • Southwest Airlines 632
  • 05:45 AM
     
    07:25 AM
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  • Southwest Airlines 621
  • 05:35 AM
     
    07:15 AM
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  • Southwest Airlines 938
  • 05:30 AM
     
    07:15 AM
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  • Southwest Airlines 1212
  • 08:20 PM
     
    10:05 PM
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  • Southwest Airlines 578
  • 04:35 PM
     
    07:55 PM
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  • Southwest Airlines 4010
  • 11:55 AM
     
    01:40 PM
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  • Southwest Airlines 1067
  • 07:15 AM
     
    09:05 AM
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  • Southwest Airlines 2050
  • 04:20 PM
     
    06:10 PM
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  • Southwest Airlines 348
  • 01:25 PM
     
    03:10 PM
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  • Southwest Airlines 398
  • 05:15 AM
     
    07:05 AM
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  • American Airlines 3400
  • 06:10 AM
     
    12:29 PM
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  • Southwest Airlines 193
  • 09:20 AM
     
    11:00 AM
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  • Southwest Airlines 3546
  • 06:00 AM
     
    07:45 AM
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  • Southwest Airlines 4074
  • 06:25 PM
     
    08:20 PM
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  • Southwest Airlines 4951
  • 05:10 PM
     
    08:40 PM
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  • Southwest Airlines 6601
  • 04:10 PM
     
    06:00 PM
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  • Southwest Airlines 2509
  • 04:00 PM
     
    05:50 PM
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  • Southwest Airlines 3969
  • 03:05 PM
     
    04:55 PM
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  • Southwest Airlines 3195
  • 09:30 AM
     
    11:20 AM
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  • Southwest Airlines 1144
  • 09:20 AM
     
    12:30 PM
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  • Southwest Airlines 2198
  • 06:00 AM
     
    07:55 AM
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  • Southwest Airlines 2534
  • 05:45 AM
     
    07:35 AM
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  • Southwest Airlines 1978
  • 09:10 PM
     
    10:50 PM
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  • Southwest Airlines 3835
  • 07:20 PM
     
    09:00 PM
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  • Southwest Airlines 1228
  • 07:15 PM
     
    09:05 PM
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  • Southwest Airlines 5945
  • 06:00 PM
     
    09:30 PM
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  • Southwest Airlines 6320
  • 05:05 PM
     
    06:55 PM
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  • Southwest Airlines 5270
  • 04:30 PM
     
    06:15 PM
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  • Southwest Airlines 600
  • 04:25 PM
     
    07:25 PM
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  • Southwest Airlines 2410
  • 04:20 PM
     
    06:05 PM
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  • Southwest Airlines 872
  • 04:10 PM
     
    05:50 PM
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  • Southwest Airlines 2411
  • 04:05 PM
     
    05:50 PM
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  • Southwest Airlines 3237
  • 04:05 PM
     
    05:45 PM
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  • Southwest Airlines 1486
  • 03:55 PM
     
    05:40 PM
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  • Southwest Airlines 2996
  • 03:55 PM
     
    05:35 PM
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  • Southwest Airlines 1779
  • 03:55 PM
     
    05:35 PM
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  • Southwest Airlines 3577
  • 03:45 PM
     
    05:25 PM
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  • Southwest Airlines 2839
  • 03:20 PM
     
    05:00 PM
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  • Southwest Airlines 5219
  • 02:40 PM
     
    04:20 PM
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  • Southwest Airlines 1330
  • 02:35 PM
     
    04:15 PM
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  • Southwest Airlines 1417
  • 01:45 PM
     
    03:20 PM
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  • Southwest Airlines 1295
  • 01:45 PM
     
    03:20 PM
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  • Southwest Airlines 6371
  • 01:35 PM
     
    03:15 PM
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  • Southwest Airlines 5175
  • 12:20 PM
     
    02:00 PM
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  • Southwest Airlines 1707
  • 11:55 AM
     
    10:50 PM
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  • Southwest Airlines 284
  • 11:50 AM
     
    01:30 PM
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  • Southwest Airlines 1302
  • 11:50 AM
     
    01:25 PM
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  • Southwest Airlines 3608
  • 11:45 AM
     
    01:25 PM
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  • Southwest Airlines 126
  • 11:45 AM
     
    01:25 PM
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  • Southwest Airlines 151
  • 11:45 AM
     
    01:20 PM
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  • Southwest Airlines 4039
  • 11:25 AM
     
    01:05 PM
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  • Southwest Airlines 574
  • 10:35 AM
     
    12:15 PM
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  • Southwest Airlines 485
  • 10:15 AM
     
    12:00 PM
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  • Southwest Airlines 5555
  • 10:15 AM
     
    11:55 AM
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  • Southwest Airlines 4318
  • 10:05 AM
     
    11:45 AM
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  • Southwest Airlines 2176
  • 09:05 AM
     
    10:50 AM
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  • Southwest Airlines 4644
  • 09:00 AM
     
    10:45 AM
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  • Southwest Airlines 4293
  • 08:40 AM
     
    10:20 AM
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  • Southwest Airlines 3958
  • 08:35 AM
     
    03:10 PM
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  • Southwest Airlines 1381
  • 08:35 AM
     
    03:10 PM
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  • Southwest Airlines 895
  • 08:15 AM
     
    05:45 PM
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  • Southwest Airlines 2007
  • 08:05 AM
     
    10:55 AM
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  • Southwest Airlines 3713
  • 08:00 AM
     
    09:40 AM
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  • Southwest Airlines 5050
  • 07:30 AM
     
    10:35 AM
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  • Southwest Airlines 3404
  • 07:30 AM
     
    09:15 AM
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  • Southwest Airlines 3947
  • 07:05 AM
     
    08:50 AM
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  • Southwest Airlines 5146
  • 07:05 AM
     
    08:50 AM
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  • Southwest Airlines 3964
  • 07:05 AM
     
    08:50 AM
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  • Southwest Airlines 1458
  • 07:00 AM
     
    08:45 AM
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  • Southwest Airlines 4100
  • 06:05 AM
     
    07:50 AM
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  • Southwest Airlines 4135
  • 06:00 AM
     
    07:50 AM
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  • Southwest Airlines 554
  • 06:00 AM
     
    10:35 AM
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  • Southwest Airlines 3628
  • 05:50 AM
     
    07:45 AM
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  • Southwest Airlines 1543
  • 05:35 AM
     
    07:20 AM
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  • Southwest Airlines 6581
  • 05:30 AM
     
    07:15 AM
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  • Southwest Airlines 6170
  • 05:25 AM
     
    07:05 AM
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  • Southwest Airlines 288
  • 05:15 AM
     
    06:55 AM
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  • Southwest Airlines 2747
  • 09:15 PM
     
    10:55 PM
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  • Southwest Airlines 5152
  • 04:00 PM
     
    05:45 PM
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  • Southwest Airlines 5392
  • 03:50 PM
     
    05:35 PM
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  • Southwest Airlines 5579
  • 02:10 PM
     
    03:50 PM
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  • Southwest Airlines 6009
  • 02:05 PM
     
    03:45 PM
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  • Southwest Airlines 5721
  • 12:05 PM
     
    01:50 PM
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  • Southwest Airlines 3516
  • 07:55 AM
     
    09:40 AM
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  • Southwest Airlines 5332
  • 07:15 AM
     
    09:05 AM
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  • American Airlines 3777
  • 07:35 AM
     
    06:39 PM
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View All Flights Schedules

Planning for a trip from Boston to Chicago on a Southwest flight? Here’s everything you need to know about the journey.The nearest airport to Boston is Logan International Airport with IATA code .The nearest airport to Chicago is Chicago-rockford International Airport with IATA code RFD

The first Southwest flight of the day leaves at 12:45 PM from Boston to reach Chicago while the last flight departs at 07:35 AM. In a week, 103 Southwest flights operate on this route

Cleartrip allows you to plan your travel in the most convenient way. It offers the best deals for a Southwest flight between Boston and Chicago. Its easy-to-use interface makes the ticket booking process quick and hassle-free

After you have booked your Boston-Chicago Southwest ticket, you may check the status anytime using the PNR number. Furthermore, you may even make use of the Web check-in facility to save yourself from waiting in long queues.

So, choose Cleartrip for your Boston-Chicago Southwest flight and make your journey truly a happy one.

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