Cheap flights from Illinois to Boston

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Boston is US nation's history and myth capital. It was, until 1755, the biggest city in America and the most directly affected by the British Crown (you can see that if you only consider that it has the same name as the city in UK). Numerous evocative sites from that era are preserved along the Freedom Trail through downtown.... (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:

  • $106Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)03/14/201701:25 pm
    Boston, MA (BOS)Chicago, IL (ORD)03/28/201704:55 pm
    flighthub.com check price
  • $106Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)01/17/201706:57 pm
    Boston, MA (BOS)Chicago, IL (ORD)01/31/201710:46 am
    flighthub.com check price
  • $123Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Boston, MA (BOS)03/29/201709:45 pm
    Boston, MA (BOS)Chicago, IL (MDW)04/04/201705:25 am
    flyfar.ca check price
  • $124Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Boston, MA (BOS)03/29/201709:45 pm
    Boston, MA (BOS)Chicago, IL (MDW)04/04/201705:25 am
    flightnetwork.com check price
  • $136Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)01/04/201709:37 am
    Boston, MA (BOS)Chicago, IL (ORD)01/11/201707:00 am
    flighthub.com check price
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