Cheap flights from Illinois to Boston

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With streets lined with elegant brick town houses, acres of public greens and gardens, America's mother city is a beautiful combination of old and new. Few places in America display their history so lovingly. History and culture can be found at every turn in Boston, but a down-to-earth attitude can always be found on the edges of its New England pride.... (read more in our Boston Travel Guide)

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Cheapest flights found for the next 6 months

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Chicago 

Check our newest flight offers to Boston:

  • $98Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)11/28/201707:44 pm
    Boston, MA (BOS)Chicago, IL (ORD)12/05/201712:25 pm
    flighthub.com check price
  • $152Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)02/12/201807:42 pm
    Boston, MA (BOS)Chicago, IL (ORD)02/14/201807:01 am
    flighthub.com check price
  • $163Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)01/23/201809:40 am
    Boston, MA (BOS)Chicago, IL (ORD)01/31/201807:01 am
    flighthub.com check price
  • $163Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)01/23/201809:40 am
    Boston, MA (BOS)Chicago, IL (ORD)01/31/201807:01 am
    cheapoair.com check price
  • $183Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)12/16/201707:44 pm
    Boston, MA (BOS)Chicago, IL (ORD)12/31/201707:00 am
    flighthub.com check price
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United AirlinesBoston To Savannah United Airlines airfares from Boston in January
$246 Depart: 01/14/2018
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Multiple AirlinesMontreal To Charlotte Multiple Airlines airfares from Montreal in December
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Multiple AirlinesLos Angeles To Iguazu Multiple Airlines airfares from Los Angeles in November
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Jetblue AirwaysDetroit To Cancun Jetblue Airways airfares from Detroit in February
$648 Depart: 02/15/2018
Return: 02/19/2018

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