Take off on cheap flights from Boston to Chicago, your adventure starts now!

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$259
United Airlines outward: Jul 8, 2022
11:45a BOS » 4:52p ORD
United Airlines 1 stop (5h07m)
American Airlines inbound: Jul 16, 2022
2:45a ORD » 5:11a BOS
American Airlines direct (2h26m)
$299
American Airlines outward: Jul 7, 2022
1:00p BOS » 4:00p ORD
American Airlines direct (3h)
American Airlines inbound: Jul 14, 2022
2:31p ORD » 9:39p BOS
American Airlines 1 stop (7h08m)
Return
Departure
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Airlines operating flights from Boston to Chicago

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  • Spirit Airlines
Spirit Airlines
outbound: Jul 8, 2022
Spirit Airlines 1 stop
return: Jul 15, 2022
Spirit Airlines 1 stop

Travel tips for flights Boston - Chicago

Average flight duration: 2h43m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 25, 2022 2:49 AM, GMT-5
  • Weather:
  • min. 67ºF, max. 82ºF
  • Departure city:
  • Boston, USA
  • Airport(s):
  • Boston Logan International Airport (BOS)
  • Manchester–Boston Regional Airport (MHT)
  • Local time:
  • Jun 25, 2022 3:49 AM, GMT-4
  • Weather:
  • min. 64ºF, max. 93ºF