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Find cheap airline tickets from Chicago to Boston by date

  • any
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
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  • October 2020
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  • December 2020
  • January 2021
  • February 2021
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  • any
  • April 2020
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  • price
  • month of departure
  • month of return
$67
Spirit Airlines outward: May 30, 2020
10:51p ORD » 1:21a BOS
Spirit Airlines direct (2h30m)
Delta Air Lines inbound: Jun 8, 2020
1:59a BOS » 4:57a ORD
Delta Air Lines direct (2h58m)
Verify
18 days ago
$89
United Airlines outward: Jul 22, 2020
1:00p ORD » 3:19p BOS
United Airlines direct (2h19m)
American Airlines inbound: Jul 26, 2020
3:11a BOS » 6:03a ORD
American Airlines direct (2h52m)
Verify
18 days ago
$128
American Airlines outward: Jul 25, 2020
3:45p ORD » 10:14p BOS
American Airlines 1 stop (6h29m)
American Airlines inbound: Jul 30, 2020
12:00p BOS » 2:41p ORD
American Airlines direct (2h41m)
Verify
18 days ago
$137
United Airlines outward: Aug 5, 2020
1:00p ORD » 3:19p BOS
United Airlines direct (2h19m)
American Airlines inbound: Aug 9, 2020
12:30p BOS » 5:18p ORD
American Airlines 1 stop (4h48m)
Verify
17 days ago
$191
JetBlue outward: Jul 24, 2020
4:24a ORD » 6:49a BOS
JetBlue direct (2h25m)
JetBlue inbound: Jul 27, 2020
6:47p BOS » 1:32a ORD
JetBlue 1 stop (6h45m)
Verify
28 days ago
Return
Departure
Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to Boston (USA):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
Find the cheapest Chicago Boston flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - Boston with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Chicago to Boston

  • any
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • all
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: May 30, 2020
Spirit Airlines direct
return: Jun 7, 2020
Delta Air Lines direct
$64 Verify
18 days ago
JetBlue
outbound: May 30, 2020
JetBlue direct
return: Jun 7, 2020
JetBlue 1 stop
$94 Verify
18 days ago
United Airlines
outbound: Jul 22, 2020
United Airlines direct
return: Jul 25, 2020
American Airlines direct
$85 Verify
18 days ago
Airline tickets Chicago - Boston found in the last 30 days.

Travel tips for flights Chicago - Boston

Average flight duration: 2h34m (direct flight)

  • Arrival city:
  • Boston, USA
  • Airport(s):
  • Logan International Airport (BOS)
  • Manchester–Boston Regional Airport (MHT)
  • Local time:
  • Apr 1, 2020 8:37 PM, GMT-4
  • Weather:
  • min. 38ºF, max. 45ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Apr 1, 2020 7:37 PM, GMT-5
  • Weather:
  • min. 43ºF, max. 55ºF
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