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Find cheap airline tickets from Chicago to Boston by date

  • any
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • any
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • price
  • month of departure
  • month of return
$112
outward: May 8, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: May 14, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
21 days ago
$112
outward: May 30, 2019
9:10p ORD » 11:46p BOS
Spirit Airlines direct (2h36m)
inbound: Jun 3, 2019
6:10p BOS » 9:02p ORD
Spirit Airlines direct (2h52m)
Verify
4 days ago
$113
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
13 days ago
$113
outward: May 30, 2019
9:10p ORD » 11:46p BOS
Spirit Airlines direct (2h36m)
inbound: Jun 3, 2019
6:10p BOS » 9:02p ORD
Spirit Airlines direct (2h52m)
Verify
7 days ago
$113
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
8 days ago
$113
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
9 days ago
$113
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
10 days ago
$113
outward: May 8, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: May 15, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
10 days ago
$114
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
12 days ago
$114
outward: May 9, 2019
1:00p ORD » 3:14p BOS
American Airlines direct (2h14m)
inbound: May 12, 2019
11:00a BOS » 1:44p ORD
American Airlines direct (2h44m)
Verify
21 days ago
$116
outward: May 30, 2019
5:19a ORD » 7:37a BOS
American Airlines direct (2h18m)
inbound: Jun 19, 2019
11:00a BOS » 1:41p ORD
American Airlines direct (2h41m)
Verify
21 days ago
$128
outward: May 2, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: May 5, 2019
12:00p BOS » 2:48p ORD
JetBlue direct (2h48m)
Verify
21 days ago
$131
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
16 days ago
$131
outward: May 30, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: Jun 3, 2019
6:36p BOS » 9:28p ORD
Spirit Airlines direct (2h52m)
Verify
15 days ago
$133
outward: May 2, 2019
9:10p ORD » 11:37p BOS
Spirit Airlines direct (2h27m)
inbound: May 5, 2019
12:00p BOS » 2:48p ORD
JetBlue direct (2h48m)
Verify
22 days ago
$144
outward: May 30, 2019
1:00p ORD » 3:14p BOS
American Airlines direct (2h14m)
inbound: Jun 4, 2019
2:18a BOS » 5:10a ORD
American Airlines direct (2h52m)
Verify
2 days ago
$146
outward: Jul 2, 2019
9:12p ORD » 11:41p BOS
Spirit Airlines direct (2h29m)
inbound: Jul 9, 2019
2:55a BOS » 5:44a ORD
JetBlue direct (2h49m)
Verify
8 days ago
$147
outward: Jul 2, 2019
9:12p ORD » 11:41p BOS
Spirit Airlines direct (2h29m)
inbound: Jul 9, 2019
2:55a BOS » 5:44a ORD
JetBlue direct (2h49m)
Verify
12 days ago
$147
outward: Jul 2, 2019
9:12p ORD » 11:41p BOS
Spirit Airlines direct (2h29m)
inbound: Jul 9, 2019
2:55a BOS » 5:44a ORD
JetBlue direct (2h49m)
Verify
12 days ago
$151
outward: Oct 11, 2019
3:45p ORD » 6:20p BOS
Delta Air Lines direct (2h35m)
inbound: Oct 17, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
12 days ago
$154
outward: Mar 27, 2019
4:20a MDW » 6:35a BOS
Southwest Airlines direct (2h15m)
inbound: Mar 29, 2019
10:00a BOS » 12:50p MDW
Southwest Airlines direct (2h50m)
Verify
21 days ago
$154
outward: Mar 27, 2019
4:20a MDW » 6:35a BOS
Southwest Airlines direct (2h15m)
inbound: Mar 29, 2019
10:00a BOS » 12:50p MDW
Southwest Airlines direct (2h50m)
Verify
20 days ago
$154
outward: Mar 27, 2019
4:20a MDW » 6:35a BOS
Southwest Airlines direct (2h15m)
inbound: Mar 29, 2019
10:00a BOS » 12:50p MDW
Southwest Airlines direct (2h50m)
Verify
22 days ago
$154
outward: Mar 27, 2019
4:20a MDW » 6:35a BOS
Southwest Airlines direct (2h15m)
inbound: Mar 29, 2019
10:00a BOS » 12:50p MDW
Southwest Airlines direct (2h50m)
Verify
24 days ago
$154
outward: Jul 2, 2019
9:12p ORD » 11:41p BOS
Spirit Airlines direct (2h29m)
inbound: Jul 9, 2019
2:55a BOS » 5:44a ORD
JetBlue direct (2h49m)
Verify
16 days ago
$156
outward: Jun 20, 2019
2:15p ORD » 4:32p BOS
American Airlines direct (2h17m)
inbound: Jun 25, 2019
2:25a BOS » 5:06a ORD
American Airlines direct (2h41m)
Verify
21 days ago
$158
outward: Jul 2, 2019
9:12p ORD » 11:41p BOS
Spirit Airlines direct (2h29m)
inbound: Jul 9, 2019
2:55a BOS » 5:44a ORD
JetBlue direct (2h49m)
Verify
18 days ago
$158
outward: May 30, 2019
1:00p ORD » 3:14p BOS
American Airlines direct (2h14m)
inbound: Jun 4, 2019
2:18a BOS » 5:10a ORD
American Airlines direct (2h52m)
Verify
21 days ago
$159
outward: Jul 2, 2019
12:45p ORD » 3:02p BOS
JetBlue direct (2h17m)
inbound: Jul 8, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
13 hours ago
$159
outward: Oct 11, 2019
3:45p ORD » 6:20p BOS
Delta Air Lines direct (2h35m)
inbound: Oct 17, 2019
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
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
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: May 8, 2019
Spirit Airlines direct
return: May 15, 2019
Spirit Airlines direct
$112 Verify
10 days ago
JetBlue
outbound: Jun 14, 2019
JetBlue direct
return: Jun 16, 2019
JetBlue direct
$211 Verify
10 days ago
Delta Air Lines
outbound: May 8, 2019
Delta Air Lines 1 stop
return: May 15, 2019
Delta Air Lines 1 stop
$175 Verify
10 days ago
American Airlines
outbound: Jun 14, 2019
American Airlines direct
return: Jun 16, 2019
American Airlines direct
$177 Verify
10 days ago
United Airlines
outbound: Apr 19, 2019
United Airlines 1 stop
return: Apr 23, 2019
JetBlue direct
$231 Verify
13 days ago
Airline tickets Chicago - Boston found in the last 30 days.

Travel tips for flights Chicago - Boston

Average flight duration: 2h32m (direct flight)

  • Arrival city:
  • Boston, USA
  • Airport(s):
  • Logan International Airport (BOS)
  • Manchester–Boston Regional Airport (MHT)
  • Local time:
  • Mar 21, 2019 3:52 AM, GMT-4
  • Weather:
  • min. 38ºF, max. 49ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Mar 21, 2019 2:52 AM, GMT-5
  • Weather:
  • min. 32ºF, max. 41ºF
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