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

Find cheap airline tickets from Chicago to Boston by date

  • any
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • any
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • price
  • month of departure
  • month of return
$67
outward: Sep 11, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 15, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
13 days ago
$67
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 18, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
13 days ago
$67
outward: Sep 8, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 11, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
13 days ago
$67
outward: Sep 8, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 11, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
13 days ago
$74
outward: Sep 5, 2018
9:10p ORD » 11:38p BOS
Spirit Airlines direct (2h28m)
inbound: Sep 8, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
17 days ago
$76
outward: Oct 17, 2018
5:05a ORD » 7:19a BOS
American Airlines direct (2h14m)
inbound: Oct 25, 2018
11:00a BOS » 1:49p ORD
American Airlines direct (2h49m)
Verify
6 days ago
$76
outward: Sep 20, 2018
5:05a ORD » 7:21a BOS
American Airlines direct (2h16m)
inbound: Sep 26, 2018
11:00a BOS » 1:44p ORD
American Airlines direct (2h44m)
Verify
5 days ago
$76
outward: Oct 17, 2018
5:05a ORD » 7:19a BOS
American Airlines direct (2h14m)
inbound: Oct 25, 2018
11:00a BOS » 1:49p ORD
American Airlines direct (2h49m)
Verify
6 days ago
$78
outward: Oct 30, 2018
4:05a ORD » 6:19a BOS
American Airlines direct (2h14m)
inbound: Nov 7, 2018
11:00a BOS » 1:54p ORD
American Airlines direct (2h54m)
Verify
5 days ago
$78
outward: Oct 13, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Oct 17, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
6 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 18, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
10 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 18, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
10 days ago
$78
outward: Sep 22, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 25, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
8 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
26 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
26 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
26 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
26 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
26 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
25 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
25 days ago
$78
outward: Sep 12, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 19, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
25 days ago
$78
outward: Sep 22, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 25, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
4 hours ago
$78
outward: Aug 28, 2018
9:10p ORD » 11:38p BOS
Spirit Airlines direct (2h28m)
inbound: Sep 4, 2018
6:45p BOS » 9:29p ORD
Spirit Airlines direct (2h44m)
Verify
27 days ago
$78
outward: Aug 28, 2018
9:10p ORD » 11:38p BOS
Spirit Airlines direct (2h28m)
inbound: Sep 4, 2018
6:45p BOS » 9:29p ORD
Spirit Airlines direct (2h44m)
Verify
27 days ago
$78
outward: Sep 11, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 15, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
27 days ago
$79
outward: Sep 15, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 18, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
2 days ago
$79
outward: Oct 13, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Oct 17, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
3 days ago
$79
outward: Oct 13, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Oct 17, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
2 days ago
$79
outward: Sep 19, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Sep 25, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
6 days ago
$82
outward: Oct 13, 2018
8:51p ORD » 11:21p BOS
Spirit Airlines direct (2h30m)
inbound: Oct 17, 2018
6:45p BOS » 9:34p ORD
Spirit Airlines direct (2h49m)
Verify
8 days ago
Return
Departure
07 September Sep Friday $retDate.dayShortName
08 September Sep Saturday $retDate.dayShortName
09 September Sep Sunday $retDate.dayShortName
10 September Sep Monday $retDate.dayShortName
11 September Sep Tuesday $retDate.dayShortName
12 September Sep Wednesday $retDate.dayShortName
13 September Sep Thursday $retDate.dayShortName
01 September Sep Saturday $outDate.dayShortName
$150 $137 $179 $160 $113 $113 $126
02 September Sep Sunday $outDate.dayShortName
$259 $184 $158 $184 $220 $161 $233
03 September Sep Monday $outDate.dayShortName
$244 $244 $257
04 September Sep Tuesday $outDate.dayShortName
$117 $117 $160 $222 $118 $118 $118
05 September Sep Wednesday $outDate.dayShortName
$88 $73 $90 $99 $86 $88 $86
06 September Sep Thursday $outDate.dayShortName
$112 $99 $86 $95 $86 $101 $101
07 September Sep Friday $outDate.dayShortName
$99 $88 $102 $101 $100 $114
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: Las Vegas - Boston New York - Boston London - Boston Miami - Boston San Francisco - Boston See more routes

Airlines operating flights from Chicago to Boston

  • any
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • all
  • Alaska Airlines
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 3, 2018
Spirit Airlines direct
return: Oct 10, 2018
Spirit Airlines direct
$88 Verify
2 hours ago
JetBlue
outbound: Sep 5, 2018
JetBlue direct
return: Sep 7, 2018
JetBlue direct
$89 Verify
2 days ago
Southwest Airlines
outbound: Sep 12, 2018
Southwest Airlines direct
return: Sep 18, 2018
Spirit Airlines direct
$132 Verify
10 days ago
United Airlines
outbound: Sep 6, 2018
United Airlines direct
return: Sep 9, 2018
United Airlines direct
$102 Verify
15 hours ago
Delta Air Lines
outbound: Jul 5, 2019
Delta Air Lines 1 stop
return: Jul 11, 2019
Delta Air Lines 1 stop
$168 Verify
19 hours ago
American Airlines
outbound: Nov 21, 2018
American Airlines direct
return: Nov 27, 2018
American Airlines direct
$198 Verify
38 hours ago
Alaska Airlines
outbound: Oct 3, 2018
Alaska Airlines 1 stop
return: Oct 11, 2018
Spirit Airlines direct
$405 Verify
2 hours ago
Airline tickets Chicago - Boston found in the last 30 days.

Travel tips for flights Chicago - Boston

Average flight duration: 2h39m (direct flight)

  • Arrival city:
  • Boston, USA
  • Airport(s):
  • Logan International Airport (BOS)
  • Manchester–Boston Regional Airport (MHT)
  • Local time:
  • Aug 21, 2018 1:19 PM, GMT-4
  • Weather:
  • min. 59ºF, max. 75ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 21, 2018 12:19 PM, GMT-5
  • Weather:
  • min. 62ºF, max. 75ºF