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

Find cheap airline tickets from Chicago to Toronto by date

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  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
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  • price
  • month of departure
  • month of return
$230
outward: Jun 14, 2018
9:47p MDW » 11:29p YTZ
Porter Airlines direct (1h42m)
inbound: Jun 19, 2018
2:15p YTZ » 4:02p MDW
Porter Airlines direct (1h47m)
Verify
9 days ago
$239
outward: Jun 25, 2018
7:20p MDW » 9:00p YTZ
Porter Airlines direct (1h40m)
inbound: Jun 28, 2018
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
Verify
2 days ago
$240
outward: Jun 14, 2018
4:45p MDW » 6:27p YTZ
Porter Airlines direct (1h42m)
inbound: Jun 19, 2018
5:50p YTZ » 7:37p MDW
Porter Airlines direct (1h47m)
Verify
11 days ago
$258
outward: Jun 24, 2018
6:10p MDW » 7:52p YTZ
Porter Airlines direct (1h42m)
inbound: Jun 27, 2018
2:35p YTZ » 4:20p MDW
Porter Airlines direct (1h45m)
Verify
2 days ago
$258
outward: Jun 25, 2018
7:20p MDW » 9:00p YTZ
Porter Airlines direct (1h40m)
inbound: Jun 27, 2018
2:35p YTZ » 4:20p MDW
Porter Airlines direct (1h45m)
Verify
2 days ago
$258
outward: Jun 26, 2018
8:00p MDW » 9:40p YTZ
Porter Airlines direct (1h40m)
inbound: Jun 27, 2018
2:35p YTZ » 4:20p MDW
Porter Airlines direct (1h45m)
Verify
2 days ago
$259
outward: Jun 9, 2018
3:50p MDW » 5:32p YTZ
Porter Airlines direct (1h42m)
inbound: Aug 7, 2018
7:15p YTZ » 9:00p MDW
Porter Airlines direct (1h45m)
Verify
14 days ago
$264
outward: Jun 24, 2018
4:40p MDW » 6:22p YTZ
Porter Airlines direct (1h42m)
inbound: Jun 28, 2018
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
Verify
2 days ago
$264
outward: Jun 26, 2018
8:00p MDW » 9:40p YTZ
Porter Airlines direct (1h40m)
inbound: Jun 28, 2018
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
Verify
2 days ago
$265
outward: Aug 25, 2018
2:25a MDW » 4:07a YTZ
Porter Airlines direct (1h42m)
inbound: Sep 3, 2018
2:05a YTZ » 3:52a MDW
Porter Airlines direct (1h47m)
Verify
14 days ago
$265
outward: Aug 25, 2018
2:25a MDW » 4:07a YTZ
Porter Airlines direct (1h42m)
inbound: Sep 3, 2018
2:05a YTZ » 3:52a MDW
Porter Airlines direct (1h47m)
Verify
11 days ago
$274
outward: Aug 25, 2018
2:25a MDW » 4:07a YTZ
Porter Airlines direct (1h42m)
inbound: Sep 3, 2018
2:05a YTZ » 3:52a MDW
Porter Airlines direct (1h47m)
Verify
18 days ago
$297
outward: Aug 25, 2018
2:35a ORD » 4:08a YYZ
Air Canada direct (1h33m)
inbound: Sep 3, 2018
12:10a YYZ » 1:54a ORD
Air Canada direct (1h44m)
Verify
22 days ago
$357
outward: Jun 24, 2018
4:40p MDW » 6:22p YTZ
Porter Airlines direct (1h42m)
inbound: Jun 29, 2018
2:35p YTZ » 4:20p MDW
Porter Airlines direct (1h45m)
Verify
2 days ago
$357
outward: Jun 25, 2018
7:20p MDW » 9:00p YTZ
Porter Airlines direct (1h40m)
inbound: Jun 29, 2018
7:15p YTZ » 9:00p MDW
Porter Airlines direct (1h45m)
Verify
2 days ago
$357
outward: Jun 26, 2018
8:00p MDW » 9:40p YTZ
Porter Airlines direct (1h40m)
inbound: Jun 29, 2018
7:15p YTZ » 9:00p MDW
Porter Airlines direct (1h45m)
Verify
2 days ago
$410
outward: Jun 1, 2018
3:30p ORD » 5:04p YYZ
American Airlines direct (1h34m)
inbound: Jun 3, 2018
5:45p YYZ » 7:44p ORD
American Airlines direct (1h59m)
Verify
3 days ago
$492
outward: Aug 17, 2018
11:39p ORD » 1:16a YYZ
American Airlines direct (1h37m)
inbound: Aug 25, 2018
1:55a YYZ » 3:48a ORD
American Airlines direct (1h53m)
Verify
18 days ago
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$257 $264 $357
25 June Jun Monday $outDate.dayShortName
$257 $239 $357
26 June Jun Tuesday $outDate.dayShortName
$257 $264 $357
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Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to Toronto (Canada):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
Find the cheapest Chicago Toronto flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - Toronto with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Toronto New York - Toronto London - Toronto Miami - Toronto San Francisco - Toronto See more routes

Airlines operating flights from Chicago to Toronto

Sorry! We haven't found any airline tickets from Chicago to Toronto. Try launching another search above.

Travel tips for flights Chicago - Toronto

Average flight duration: 1h43m (direct flight)

  • Arrival city:
  • Toronto, Canada
  • Airport(s):
  • Billy Bishop Toronto City Airport (YTZ)
  • Pearson International Airport (YYZ)
  • John C. Munro Hamilton International Airport (YHM)
  • Local time:
  • May 26, 2018 6:18 AM, GMT-4
  • Weather:
  • min. 57ºF, max. 68ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 26, 2018 5:18 AM, GMT-5
  • Weather:
  • min. 67ºF, max. 85ºF