Cheap flights from Massachusetts to Chicago

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This was originally known as the Chicago Academy of Fine Arts.  It was constructed for several years after the Great Chicago Fire of 1871.  In 1879, the institute was opened to the public.  Since Chicago was designated to house the World’s Columbian Exposition in 1893, the structure had to be enlarged. ... (read more in our Chicago Sightseeing)

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Boston 

Check our newest flight offers to Chicago:

  • $157Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)05/29/201812:45 pm
    Chicago, IL (ORD)Boston, MA (BOS)06/05/201802:10 pm
    cheapoair.com check price
  • $158Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)08/07/201812:45 pm
    Chicago, IL (ORD)Boston, MA (BOS)08/15/201802:10 pm
    cheapoair.com check price
  • $158Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)08/14/201812:45 pm
    Chicago, IL (ORD)Boston, MA (BOS)08/22/201802:10 pm
    cheapoair.com check price
  • $159Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)08/07/201808:35 pm
    Chicago, IL (ORD)Boston, MA (BOS)08/15/201806:00 am
    cheapoair.com check price
  • $168Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)07/03/201812:45 pm
    Chicago, IL (ORD)Boston, MA (BOS)07/17/201802:10 pm
    cheapoair.com check price
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Chicago Pictures
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  • City Reflections - Chicagoview
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