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Find cheap airline tickets from Chicago to Boston by date

  • any
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • any
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • price
  • month of departure
  • month of return
$118
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
24 days ago
$118
Spirit Airlines outward: Sep 13, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 16, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
24 days ago
$118
Spirit Airlines outward: Sep 13, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 16, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
24 days ago
$118
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
23 days ago
$119
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
25 days ago
$119
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
26 days ago
$125
Spirit Airlines outward: Jun 8, 2019
9:10p ORD » 11:46p BOS
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jun 15, 2019
6:35p BOS » 9:26p ORD
Spirit Airlines direct (2h51m)
Verify
24 days ago
$135
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
20 days ago
$135
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
21 days ago
$135
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
19 days ago
$135
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
22 days ago
$143
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
12 days ago
$143
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
14 days ago
$143
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
15 days ago
$143
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
18 days ago
$143
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
17 days ago
$143
Spirit Airlines outward: Nov 8, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 11, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
17 days ago
$144
Spirit Airlines outward: Nov 9, 2019
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 13, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
16 days ago
$147
JetBlue outward: Nov 9, 2019
4:18p ORD » 6:30p BOS
JetBlue direct (2h12m)
JetBlue inbound: Nov 14, 2019
3:49a BOS » 6:40a ORD
JetBlue direct (2h51m)
Verify
23 hours ago
$148
JetBlue outward: Dec 6, 2019
6:03p ORD » 8:17p BOS
JetBlue direct (2h14m)
JetBlue inbound: Dec 8, 2019
8:59p BOS » 12:00a ORD
JetBlue direct (3h01m)
Verify
17 days ago
$148
JetBlue outward: Jun 24, 2019
12:45p ORD » 3:02p BOS
JetBlue direct (2h17m)
JetBlue inbound: Aug 3, 2019
2:55a BOS » 5:44a ORD
JetBlue direct (2h49m)
Verify
17 days ago
$148
JetBlue outward: Jul 30, 2019
3:47a ORD » 6:13a BOS
JetBlue direct (2h26m)
JetBlue inbound: Aug 5, 2019
12:40p BOS » 3:34p ORD
JetBlue direct (2h54m)
Verify
17 days ago
$148
JetBlue outward: Nov 9, 2019
4:18p ORD » 6:30p BOS
JetBlue direct (2h12m)
JetBlue inbound: Nov 13, 2019
8:59p BOS » 12:00a ORD
JetBlue direct (3h01m)
Verify
47 hours ago
$148
JetBlue outward: Nov 9, 2019
12:40p ORD » 2:52p BOS
JetBlue direct (2h12m)
JetBlue inbound: Nov 14, 2019
3:49a BOS » 6:40a ORD
JetBlue direct (2h51m)
Verify
4 days ago
$148
JetBlue outward: Nov 9, 2019
12:40p ORD » 2:52p BOS
JetBlue direct (2h12m)
JetBlue inbound: Nov 14, 2019
3:49a BOS » 6:40a ORD
JetBlue direct (2h51m)
Verify
3 days ago
$148
JetBlue outward: Nov 9, 2019
12:40p ORD » 2:52p BOS
JetBlue direct (2h12m)
JetBlue inbound: Nov 14, 2019
3:49a BOS » 6:40a ORD
JetBlue direct (2h51m)
Verify
6 days ago
$148
JetBlue outward: Nov 9, 2019
12:40p ORD » 2:52p BOS
JetBlue direct (2h12m)
JetBlue inbound: Nov 14, 2019
3:49a BOS » 6:40a ORD
JetBlue direct (2h51m)
Verify
2 days ago
$149
Spirit Airlines outward: Sep 4, 2019
9:12p ORD » 11:41p BOS
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Sep 11, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
12 days ago
$149
Spirit Airlines outward: Jun 11, 2019
9:10p ORD » 11:46p BOS
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jun 19, 2019
6:35p BOS » 9:26p ORD
Spirit Airlines direct (2h51m)
Verify
4 days ago
$151
Spirit Airlines outward: Jun 8, 2019
9:10p ORD » 11:46p BOS
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jun 15, 2019
6:35p BOS » 9:26p ORD
Spirit Airlines direct (2h51m)
Verify
24 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
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jul 5, 2019
Spirit Airlines direct
return: Jul 9, 2019
Spirit Airlines direct
$163 Verify
40 hours ago
Southwest Airlines
outbound: Jul 2, 2019
Southwest Airlines direct
return: Jul 23, 2019
Spirit Airlines direct
$210 Verify
41 hours ago
JetBlue
outbound: May 30, 2019
JetBlue direct
return: Jun 3, 2019
JetBlue direct
$160 Verify
8 days ago
United Airlines
outbound: Jul 2, 2019
United Airlines direct
return: Jul 23, 2019
Spirit Airlines direct
$213 Verify
41 hours ago
American Airlines
outbound: Jul 5, 2019
American Airlines 1 stop
return: Jul 9, 2019
American Airlines direct
$253 Verify
40 hours ago
Delta Air Lines
outbound: Jun 25, 2019
Delta Air Lines 1 stop
return: Jun 27, 2019
Delta Air Lines 1 stop
$217 Verify
22 days ago
Airline tickets Chicago - Boston found in the last 30 days.

Travel tips for flights Chicago - Boston

Average flight duration: 2h40m (direct flight)

  • Arrival city:
  • Boston, USA
  • Airport(s):
  • Logan International Airport (BOS)
  • Manchester–Boston Regional Airport (MHT)
  • Local time:
  • May 26, 2019 9:30 AM, GMT-4
  • Weather:
  • min. 59ºF, max. 79ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 26, 2019 8:30 AM, GMT-5
  • Weather:
  • min. 41ºF, max. 58ºF
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