Cheap flights from Illinois to Boston

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 The mainland and the Shawmut peninsula were connected by an isthmus and were surrounded by the Massachusetts Bay's and the Back Bay's waters.  The peninsula was inhabited as soon as 5,000 BC, according to archaeological excavations of many prehistoric Native American sites in the city.  The early settlers from Europe to Boston first named the area Trimountaine; however, it was later changed to Boston, after Boston of Lincolnshire in England, which is where many of the colonists emigrated... (read more in our Boston History)

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Chicago 

Check our newest flight offers to Boston:

  • $149Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)06/07/201802:10 pm
    Boston, MA (BOS)Chicago, IL (ORD)06/18/201812:45 pm
    cheapoair.com check price
  • $164Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)06/27/201802:10 pm
    Boston, MA (BOS)Chicago, IL (ORD)07/07/201812:45 pm
    cheapoair.com check price
  • $167Major Carrier flight Major Carrier 
    FromToDepartureTime
    Chicago, IL (MDW)Boston, MA (BOS)06/19/201810:00 pm
    Boston, MA (BOS)Chicago, IL (MDW)06/26/201805:25 am
    flyfar.ca check price
  • $170Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Boston, MA (BOS)06/19/201806:00 am
    Boston, MA (BOS)Chicago, IL (ORD)06/26/201807:20 am
    cheapoair.com check price
  • $172Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Boston, MA (BOS)06/19/201810:00 pm
    Boston, MA (BOS)Chicago, IL (MDW)06/26/201805:25 am
    flightnetwork.com check price
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