Cheap flights from Boston to Chicago

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Travel tip: Visit Chicago on your holidays!

Check our current prices for flights from Boston to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Boston to Chicago, you will need to run a search below.

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From $111 / RT details

Book your flight now with FlightHub and save!

Cheap Chicago airfares from $111/RT are provided by FlightHub. Outbound flight is leaving on 03/07/2017, 10:55 am from Boston Logan (BOS) airport and arrives at Chicago O`hare (ORD) at 12:48 pm. The flight time is 1 hours and 53 minutes. The Returning flight departes on 03/22/2017, 01:25 pm (other return dates are also available). Date posted: 15 Oct 2016

Price evolution for flights From Boston To Chicago

Price overview for flights from Boston to Chicago

Recent Deals on Flights from Boston to Chicago:Roundtrip / Oneway

  • $111Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/07/201710:55 am
    Chicago, IL (ORD)Boston, MA (BOS)03/22/201701:25 pm
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  • $131Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)02/21/201706:42 am
    Chicago, IL (ORD)Boston, MA (BOS)03/08/201707:35 pm
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  • $170Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/26/201704:55 pm
    Chicago, IL (ORD)Boston, MA (BOS)05/09/201701:26 pm
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  • $172Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/01/201704:54 pm
    Chicago, IL (ORD)Boston, MA (BOS)03/06/201709:35 am
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  • $174Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/01/201710:57 am
    Chicago, IL (ORD)Boston, MA (BOS)03/06/201709:35 am
    cheapoair.com check price
  • $48United Airlines flight United Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)02/27/201706:18 pm
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  • $85United Airlines flight United Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/25/201706:20 am
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  • $91Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)02/27/201704:39 pm
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  • $94Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/28/201710:56 am
    cheapoair.com check price
  • $94Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/23/201707:00 am
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Know what to do when flying to Chicago?

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