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Find cheap airline tickets from Chicago to Boston by date

  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • price
  • month of departure
  • month of return
$73
Spirit Airlines outward: Nov 9, 2019
9:20p ORD » 11:48p BOS
Spirit Airlines direct (2h28m)
Spirit Airlines inbound: Nov 13, 2019
7:25p BOS » 10:20p ORD
Spirit Airlines direct (2h55m)
Verify
13 hours ago
$73
Spirit Airlines outward: Nov 9, 2019
9:20p ORD » 11:48p BOS
Spirit Airlines direct (2h28m)
Spirit Airlines inbound: Nov 13, 2019
7:25p BOS » 10:20p ORD
Spirit Airlines direct (2h55m)
Verify
10 days ago
$110
Spirit Airlines outward: Nov 9, 2019
9:20p ORD » 11:48p BOS
Spirit Airlines direct (2h28m)
JetBlue inbound: Nov 14, 2019
4:55a BOS » 7:39a ORD
JetBlue direct (2h44m)
Verify
26 days ago
$128
Spirit Airlines outward: Dec 7, 2019
3:40a ORD » 1:29p BOS
Spirit Airlines 1 stop (9h49m)
Spirit Airlines inbound: Dec 9, 2019
4:26a BOS » 1:55p ORD
Spirit Airlines 1 stop (9h29m)
Verify
7 days ago
$163
Spirit Airlines outward: Dec 7, 2019
3:45a ORD » 1:33p BOS
Spirit Airlines 1 stop (9h48m)
Spirit Airlines inbound: Dec 9, 2019
3:45a BOS » 2:17p ORD
Spirit Airlines 1 stop (10h32m)
Verify
26 days ago
$169
Spirit Airlines outward: Oct 24, 2019
9:20p ORD » 11:48p BOS
Spirit Airlines direct (2h28m)
Spirit Airlines inbound: Oct 27, 2019
6:25p BOS » 9:20p ORD
Spirit Airlines direct (2h55m)
Verify
26 days ago
$430
Delta Air Lines outward: Oct 31, 2019
2:48p ORD » 5:23p BOS
Delta Air Lines direct (2h35m)
Delta Air Lines inbound: Nov 8, 2019
1:55a BOS » 4:59a ORD
Delta Air Lines direct (3h04m)
Verify
13 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
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • all
  • Spirit Airlines
Spirit Airlines
outbound: Dec 6, 2019
Spirit Airlines 1 stop
return: Dec 8, 2019
Spirit Airlines 1 stop
$122 Verify
7 days ago
Airline tickets Chicago - Boston found in the last 30 days.

Travel tips for flights Chicago - Boston

Average flight duration: 2h38m (direct flight)

  • Arrival city:
  • Boston, USA
  • Airport(s):
  • Logan International Airport (BOS)
  • Manchester–Boston Regional Airport (MHT)
  • Local time:
  • Oct 15, 2019 12:06 AM, GMT-4
  • Weather:
  • min. 49ºF, max. 62ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 14, 2019 11:06 PM, GMT-5
  • Weather:
  • min. 48ºF, max. 54ºF
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