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Flights from Boston to Chicago (BOS to CHI)

Discover alternate routes & cheap one way flights from Boston to Chicago (BOS to CHI) within a departure date range.

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  • USD 103
    Spirit Airlines
    5:48am - 7:40am
    Sat Aug 24th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 24th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    5:48am - 7:40am
    Sat Aug 31st
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 31st 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    11:35am - 1:27pm
    Wed Sep 4th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 Spirit Airlines · NK 174 Depart at 11:35am from Boston (BOS) Fly for 2h 52m Arrive at 1:27pm in Chicago (ORD)

  • USD 103
    Spirit Airlines
    8:00am - 9:53am
    Tue Aug 20th
    2h 53m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 20th 2024 Spirit Airlines · NK 174 Depart at 8:00am from Boston (BOS) Fly for 2h 53m Arrive at 9:53am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    8:00am - 9:53am
    Wed Aug 21st
    2h 53m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 21st 2024 Spirit Airlines · NK 174 Depart at 8:00am from Boston (BOS) Fly for 2h 53m Arrive at 9:53am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    8:00am - 9:53am
    Tue Sep 3rd
    2h 53m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 Spirit Airlines · NK 174 Depart at 8:00am from Boston (BOS) Fly for 2h 53m Arrive at 9:53am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    8:00am - 9:53am
    Wed Aug 28th
    2h 53m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 28th 2024 Spirit Airlines · NK 174 Depart at 8:00am from Boston (BOS) Fly for 2h 53m Arrive at 9:53am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    8:00am - 9:53am
    Tue Aug 27th
    2h 53m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 27th 2024 Spirit Airlines · NK 174 Depart at 8:00am from Boston (BOS) Fly for 2h 53m Arrive at 9:53am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    6:35am - 8:29am
    Tue Aug 6th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 6th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 103
    Spirit Airlines
    6:35am - 8:29am
    Tue Aug 13th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 13th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    5:48am - 7:40am
    Sat Aug 17th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 17th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    8:00am - 9:53am
    Wed Aug 14th
    2h 53m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 Spirit Airlines · NK 174 Depart at 8:00am from Boston (BOS) Fly for 2h 53m Arrive at 9:53am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    6:35am - 8:29am
    Sat Jul 27th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Jul 27th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    6:35am - 8:29am
    Wed Jul 24th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Jul 24th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    6:35am - 8:29am
    Sat Aug 3rd
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 3rd 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    6:35am - 8:29am
    Wed Aug 7th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 7th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    6:35am - 8:29am
    Wed Jul 31st
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Jul 31st 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 192
    Spirit Airlines
    6:35am - 8:29am
    Tue Jul 23rd
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Jul 23rd 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Sun Aug 25th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Aug 25th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Thu Aug 22nd
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 22nd 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Thu Aug 29th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 29th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Fri Aug 16th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Aug 16th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Mon Aug 26th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Aug 26th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Mon Aug 19th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Aug 19th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Thu Aug 15th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 15th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Mon Sep 2nd
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Sep 2nd 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Sun Aug 18th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Aug 18th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Sun Sep 1st
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Fri Aug 30th
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Aug 30th 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    5:48am - 7:40am
    Fri Aug 23rd
    2h 52m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Aug 23rd 2024 Spirit Airlines · NK 174 Depart at 5:48am from Boston (BOS) Fly for 2h 52m Arrive at 7:40am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    6:35am - 8:29am
    Thu Aug 1st
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 1st 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    6:35am - 8:29am
    Mon Jul 22nd
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Jul 22nd 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    6:35am - 8:29am
    Mon Aug 5th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Aug 5th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    6:35am - 8:29am
    Thu Jul 25th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Jul 25th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    6:35am - 8:29am
    Fri Jul 26th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Jul 26th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 218
    Spirit Airlines
    6:35am - 8:29am
    Thu Aug 8th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 8th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 236
    United Airlines
    6:38pm - 8:25pm
    Tue Sep 3rd
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 United Airlines · UA 1452 Depart at 6:38pm from Boston (BOS) Fly for 2h 47m Arrive at 8:25pm in Chicago (ORD)

  • USD 236
    United Airlines
    4:36pm - 6:23pm
    Tue Sep 3rd
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 United Airlines · UA 2040 Depart at 4:36pm from Boston (BOS) Fly for 2h 47m Arrive at 6:23pm in Chicago (ORD)

  • USD 236
    United Airlines
    3:15pm - 5:02pm
    Tue Sep 3rd
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 United Airlines · UA 519 Depart at 3:15pm from Boston (BOS) Fly for 2h 47m Arrive at 5:02pm in Chicago (ORD)

  • USD 236
    United Airlines
    6:00am - 7:48am
    Tue Sep 3rd
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 United Airlines · UA 1414 Depart at 6:00am from Boston (BOS) Fly for 2h 48m Arrive at 7:48am in Chicago (ORD)

  • USD 236
    United Airlines
    8:00am - 9:49am
    Tue Sep 3rd
    2h 49m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 49m Arrive at 9:49am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Sun Jul 28th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Jul 28th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Sat Aug 10th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 10th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Mon Aug 12th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Aug 12th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Sun Jul 21st
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Jul 21st 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Tue Jul 30th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Jul 30th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Wed Jul 17th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Jul 17th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Tue Jul 16th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Jul 16th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Sun Aug 4th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Aug 4th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Thu Jul 18th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Jul 18th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 286
    Spirit Airlines
    6:35am - 8:29am
    Fri Jul 19th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Jul 19th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 291
    Spirit Airlines
    6:35am - 8:29am
    Sun Jul 14th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Jul 14th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 291
    United Airlines
    10:10am - 11:53am
    Tue Sep 3rd
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Sep 3rd 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 292
    United Airlines
    10:10am - 11:53am
    Wed Aug 28th
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 28th 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 292
    United Airlines
    6:38pm - 8:25pm
    Wed Aug 28th
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 28th 2024 United Airlines · UA 1452 Depart at 6:38pm from Boston (BOS) Fly for 2h 47m Arrive at 8:25pm in Chicago (ORD)

  • USD 292
    United Airlines
    6:00am - 7:48am
    Wed Aug 28th
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 28th 2024 United Airlines · UA 1414 Depart at 6:00am from Boston (BOS) Fly for 2h 48m Arrive at 7:48am in Chicago (ORD)

  • USD 321
    United Airlines
    10:10am - 11:53am
    Wed Aug 21st
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 21st 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 337
    Spirit Airlines
    6:35am - 8:29am
    Mon Jul 29th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Jul 29th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 337
    Spirit Airlines
    6:35am - 8:29am
    Fri Aug 9th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Aug 9th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 337
    Spirit Airlines
    6:35am - 8:29am
    Fri Aug 2nd
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Aug 2nd 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 343
    Spirit Airlines
    6:35am - 8:29am
    Mon Jul 15th
    2h 54m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Jul 15th 2024 Spirit Airlines · NK 174 Depart at 6:35am from Boston (BOS) Fly for 2h 54m Arrive at 8:29am in Chicago (ORD)

  • USD 386
    United Airlines
    6:00am - 7:50am
    Mon Jul 29th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Mon Jul 29th 2024 United Airlines · UA 567 Depart at 6:00am from Boston (BOS) Fly for 2h 50m Arrive at 7:50am in Chicago (ORD)

  • USD 388
    United Airlines
    10:10am - 11:53am
    Wed Sep 4th
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 388
    United Airlines
    12:50pm - 2:37pm
    Wed Sep 4th
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 1732 Depart at 12:50pm from Boston (BOS) Fly for 2h 47m Arrive at 2:37pm in Chicago (ORD)

  • USD 388
    United Airlines
    4:36pm - 6:23pm
    Wed Sep 4th
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 2040 Depart at 4:36pm from Boston (BOS) Fly for 2h 47m Arrive at 6:23pm in Chicago (ORD)

  • USD 388
    United Airlines
    3:15pm - 5:02pm
    Wed Sep 4th
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 519 Depart at 3:15pm from Boston (BOS) Fly for 2h 47m Arrive at 5:02pm in Chicago (ORD)

  • USD 388
    United Airlines
    6:38pm - 8:25pm
    Wed Sep 4th
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 1452 Depart at 6:38pm from Boston (BOS) Fly for 2h 47m Arrive at 8:25pm in Chicago (ORD)

  • USD 388
    United Airlines
    6:00am - 7:48am
    Wed Sep 4th
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 1414 Depart at 6:00am from Boston (BOS) Fly for 2h 48m Arrive at 7:48am in Chicago (ORD)

  • USD 388
    United Airlines
    8:00am - 9:49am
    Wed Sep 4th
    2h 49m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Sep 4th 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 49m Arrive at 9:49am in Chicago (ORD)

  • USD 399
    United Airlines
    11:20am - 1:03pm
    Sun Sep 1st
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 United Airlines · UA 2421 Depart at 11:20am from Boston (BOS) Fly for 2h 43m Arrive at 1:03pm in Chicago (ORD)

  • USD 399
    United Airlines
    6:38pm - 8:25pm
    Sat Aug 31st
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 31st 2024 United Airlines · UA 1452 Depart at 6:38pm from Boston (BOS) Fly for 2h 47m Arrive at 8:25pm in Chicago (ORD)

  • USD 399
    United Airlines
    4:36pm - 6:23pm
    Sat Aug 31st
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 31st 2024 United Airlines · UA 2040 Depart at 4:36pm from Boston (BOS) Fly for 2h 47m Arrive at 6:23pm in Chicago (ORD)

  • USD 399
    United Airlines
    6:38pm - 8:25pm
    Sun Sep 1st
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 United Airlines · UA 1452 Depart at 6:38pm from Boston (BOS) Fly for 2h 47m Arrive at 8:25pm in Chicago (ORD)

  • USD 399
    United Airlines
    12:50pm - 2:37pm
    Sun Sep 1st
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 United Airlines · UA 1732 Depart at 12:50pm from Boston (BOS) Fly for 2h 47m Arrive at 2:37pm in Chicago (ORD)

  • USD 399
    United Airlines
    6:00am - 7:48am
    Sat Aug 31st
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 31st 2024 United Airlines · UA 1414 Depart at 6:00am from Boston (BOS) Fly for 2h 48m Arrive at 7:48am in Chicago (ORD)

  • USD 399
    United Airlines
    6:00am - 7:48am
    Sun Sep 1st
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 United Airlines · UA 1414 Depart at 6:00am from Boston (BOS) Fly for 2h 48m Arrive at 7:48am in Chicago (ORD)

  • USD 399
    United Airlines
    8:00am - 9:49am
    Sat Aug 31st
    2h 49m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 31st 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 49m Arrive at 9:49am in Chicago (ORD)

  • USD 399
    United Airlines
    8:00am - 9:49am
    Sun Sep 1st
    2h 49m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 49m Arrive at 9:49am in Chicago (ORD)

  • USD 428
    United Airlines
    12:50pm - 2:37pm
    Wed Aug 21st
    2h 47m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 21st 2024 United Airlines · UA 1732 Depart at 12:50pm from Boston (BOS) Fly for 2h 47m Arrive at 2:37pm in Chicago (ORD)

  • USD 428
    United Airlines
    6:00am - 7:48am
    Wed Aug 21st
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 21st 2024 United Airlines · UA 1414 Depart at 6:00am from Boston (BOS) Fly for 2h 48m Arrive at 7:48am in Chicago (ORD)

  • USD 428
    United Airlines
    8:00am - 9:50am
    Wed Aug 7th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 7th 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 50m Arrive at 9:50am in Chicago (ORD)

  • USD 428
    United Airlines
    6:00am - 7:50am
    Wed Aug 7th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 7th 2024 United Airlines · UA 567 Depart at 6:00am from Boston (BOS) Fly for 2h 50m Arrive at 7:50am in Chicago (ORD)

  • USD 428
    United Airlines
    6:00am - 7:50am
    Tue Aug 6th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 6th 2024 United Airlines · UA 567 Depart at 6:00am from Boston (BOS) Fly for 2h 50m Arrive at 7:50am in Chicago (ORD)

  • USD 441
    United Airlines
    8:13pm - 9:58pm
    Wed Aug 14th
    2h 45m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 United Airlines · UA 1464 Depart at 8:13pm from Boston (BOS) Fly for 2h 45m Arrive at 9:58pm in Chicago (ORD)

  • USD 441
    United Airlines
    9:49am - 11:35am
    Wed Aug 14th
    2h 46m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 United Airlines · UA 1306 Depart at 9:49am from Boston (BOS) Fly for 2h 46m Arrive at 11:35am in Chicago (ORD)

  • USD 441
    United Airlines
    6:00am - 7:50am
    Wed Aug 14th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 United Airlines · UA 567 Depart at 6:00am from Boston (BOS) Fly for 2h 50m Arrive at 7:50am in Chicago (ORD)

  • USD 441
    United Airlines
    6:00am - 7:50am
    Tue Aug 13th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 13th 2024 United Airlines · UA 567 Depart at 6:00am from Boston (BOS) Fly for 2h 50m Arrive at 7:50am in Chicago (ORD)

  • USD 442
    United Airlines
    10:10am - 11:53am
    Tue Aug 27th
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 27th 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 470
    United Airlines
    8:13pm - 9:58pm
    Wed Aug 7th
    2h 45m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 7th 2024 United Airlines · UA 1464 Depart at 8:13pm from Boston (BOS) Fly for 2h 45m Arrive at 9:58pm in Chicago (ORD)

  • USD 474
    United Airlines
    6:00am - 7:50am
    Thu Aug 8th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 8th 2024 United Airlines · UA 567 Depart at 6:00am from Boston (BOS) Fly for 2h 50m Arrive at 7:50am in Chicago (ORD)

  • USD 474
    United Airlines
    8:00am - 9:50am
    Thu Aug 8th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Thu Aug 8th 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 50m Arrive at 9:50am in Chicago (ORD)

  • USD 484
    United Airlines
    9:49am - 11:35am
    Tue Aug 13th
    2h 46m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 13th 2024 United Airlines · UA 1306 Depart at 9:49am from Boston (BOS) Fly for 2h 46m Arrive at 11:35am in Chicago (ORD)

  • USD 484
    United Airlines
    3:17pm - 5:05pm
    Wed Aug 14th
    2h 48m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 United Airlines · UA 357 Depart at 3:17pm from Boston (BOS) Fly for 2h 48m Arrive at 5:05pm in Chicago (ORD)

  • USD 484
    United Airlines
    8:00am - 9:50am
    Wed Aug 14th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 50m Arrive at 9:50am in Chicago (ORD)

  • USD 484
    United Airlines
    8:00am - 9:50am
    Tue Aug 13th
    2h 50m
    Boston (BOS) → Chicago (ORD)
    Direct

    Tue Aug 13th 2024 United Airlines · UA 660 Depart at 8:00am from Boston (BOS) Fly for 2h 50m Arrive at 9:50am in Chicago (ORD)

  • USD 484
    United Airlines
    4:47pm - 6:38pm
    Wed Aug 14th
    2h 51m
    Boston (BOS) → Chicago (ORD)
    Direct

    Wed Aug 14th 2024 United Airlines · UA 2040 Depart at 4:47pm from Boston (BOS) Fly for 2h 51m Arrive at 6:38pm in Chicago (ORD)

  • USD 488
    United Airlines
    10:10am - 11:53am
    Sat Aug 31st
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sat Aug 31st 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 527
    United Airlines
    10:10am - 11:53am
    Sun Sep 1st
    2h 43m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Sep 1st 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 43m Arrive at 11:53am in Chicago (ORD)

  • USD 680
    United Airlines
    10:10am - 11:48am
    Fri Aug 30th
    2h 38m
    Boston (BOS) → Chicago (ORD)
    Direct

    Fri Aug 30th 2024 United Airlines · UA 378 Depart at 10:10am from Boston (BOS) Fly for 2h 38m Arrive at 11:48am in Chicago (ORD)

  • USD 1352
    United Airlines
    3:15pm - 4:57pm
    Sun Aug 11th
    2h 42m
    Boston (BOS) → Chicago (ORD)
    Direct

    Sun Aug 11th 2024 United Airlines · UA 357 Depart at 3:15pm from Boston (BOS) Fly for 2h 42m Arrive at 4:57pm in Chicago (ORD)

@sarahbb1
Sarah Belizaire
@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

@eyupitsjohn
John Ford
@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

@andy_travels
Andy Travels
@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

@travelwitbender
Travel With Bender
@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Explore Flight Options

Cheap Flight Search Tips

Tips to help you find the cheapest flights from Boston to Chicago (BOS to CHI).

  • Book 45-90 days before your departure date.
  • Fly during weekdays (Monday-Thursday).
  • Airfare Sales: Airlines sometimes offer huge discounts and since we take a bottom-up approach these flights will appear first in the results, so check back regularly because they don't usually last long.

Why I Built FlightList

❝As someone who works remotely & travels frequently, I always book one way flights and I'm flexible on my departure dates. I look for the best deals. Most sites require you to enter a specific departure date and clutter the page with uneccessary options, images and ads. I want something simple and minimal which allows me to search by departure date range & display a list of flights with the ability to filter according to my needs. So, I built FlightList to solve my own problem & help other travelers who may have the same frustration. It's how I imagine a flight booking site should be.❞

- Hans Desjarlais, Founder & Creator Hans Desjarlais