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 $128 / RT details

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Cheap Chicago airfares from $128/RT are provided by Flightnetwork. Outbound flight is leaving on 05/29/2019, 12:36 pm from Boston Logan (BOS) airport and arrives at Chicago O`hare (ORD) at 02:28 pm. The flight time is 1 hours and 52 minutes. The Returning flight departes on 06/05/2019, 02:10 pm (other return dates are also available). Date posted: 26 Feb 2019

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

  • $128Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)05/29/201912:36 pm
    Chicago, IL (ORD)Boston, MA (BOS)06/05/201902:10 pm
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  • $143Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/23/201909:03 pm
    Chicago, IL (ORD)Boston, MA (BOS)03/28/201908:45 am
    cheapoair.com check price
  • $150Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)03/23/201909:03 pm
    Chicago, IL (ORD)Boston, MA (BOS)03/28/201908:45 am
    flightnetwork.com check price
  • $150Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/22/201909:03 pm
    Chicago, IL (ORD)Boston, MA (BOS)04/30/201908:45 am
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  • $150Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/03/201909:03 pm
    Chicago, IL (ORD)Boston, MA (BOS)04/16/201905:35 am
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  • $71Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/02/201909:03 pm
    cheapoair.com check price
  • $71Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/22/201909:03 pm
    cheapoair.com check price
  • $79Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/02/201909:03 pm
    flightnetwork.com check price
  • $79Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (ORD)04/22/201909:03 pm
    flightnetwork.com check price
  • $79Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Boston, MA (BOS)Chicago, IL (MDW)04/02/201905:00 am
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provided by Travelgrove

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Southwest AirlinesIndianapolis To Norfolk Southwest Airlines airfares from Indianapolis in March
$499 Depart: 03/23/2019
Return: 03/31/2019

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Multiple AirlinesColorado Springs To Las Vegas Multiple Airlines airfares from Colorado Springs in March
$252 Depart: 03/22/2019
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Multiple AirlinesDallas To Coimbatore Multiple Airlines airfares from Dallas in May
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Multiple AirlinesBoston To Salt Lake City Multiple Airlines airfares from Boston in March
$324 Depart: 03/29/2019
Return: 04/03/2019

provided by Cheapoair.com

Iberia AirlinesOrlando To Brussels Iberia Airlines airfares from Orlando in July
$1508 Depart: 07/17/2019
Return: 07/31/2019

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Know what to do when flying to Chicago?

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