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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  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • any
  • April 2018
  • May 2018
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  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
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  • February 2019
  • March 2019
  • price
  • month of departure
  • month of return
$254
outward: May 13, 2018
1:10p ORD » 2:45p YYZ
Air Canada direct (1h35m)
inbound: May 16, 2018
2:20p YTZ » 4:05p MDW
Porter Airlines direct (1h45m)
$269
outward: May 12, 2018
6:05p MDW » 7:45p YTZ
Porter Airlines direct (1h40m)
inbound: May 15, 2018
6:00p YTZ » 7:40p MDW
Porter Airlines direct (1h40m)
$269
outward: May 12, 2018
6:05p MDW » 7:45p YTZ
Porter Airlines direct (1h40m)
inbound: May 16, 2018
6:00p YTZ » 7:40p MDW
Porter Airlines direct (1h40m)
$269
outward: May 14, 2018
4:45p MDW » 6:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 15, 2018
6:00p YTZ » 7:40p MDW
Porter Airlines direct (1h40m)
$269
outward: May 14, 2018
4:45p MDW » 6:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 16, 2018
6:00p YTZ » 7:40p MDW
Porter Airlines direct (1h40m)
$275
outward: May 12, 2018
6:05p MDW » 7:45p YTZ
Porter Airlines direct (1h40m)
inbound: May 17, 2018
4:30p YTZ » 6:15p MDW
Porter Airlines direct (1h45m)
$275
outward: May 14, 2018
4:45p MDW » 6:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 17, 2018
4:30p YTZ » 6:15p MDW
Porter Airlines direct (1h45m)
$308
outward: Apr 28, 2018
12:30p ORD » 5:26p YYZ
American Airlines 1 stop (4h56m)
inbound: May 13, 2018
1:59a YYZ » 4:02a ORD
American Airlines direct (2h03m)
$330
outward: Apr 27, 2018
9:20p MDW » 11:00p YTZ
Porter Airlines direct (1h40m)
inbound: May 12, 2018
6:30p YTZ » 8:15p MDW
Porter Airlines direct (1h45m)
$330
outward: Apr 28, 2018
9:00p MDW » 10:40p YTZ
Porter Airlines direct (1h40m)
inbound: May 11, 2018
9:50p YTZ » 11:35p MDW
Porter Airlines direct (1h45m)
$330
outward: Apr 28, 2018
3:50p MDW » 5:30p YTZ
Porter Airlines direct (1h40m)
inbound: May 13, 2018
9:55p YTZ » 11:40p MDW
Porter Airlines direct (1h45m)
$330
outward: Apr 28, 2018
12:15a MDW » 1:55a YTZ
Porter Airlines direct (1h40m)
inbound: May 14, 2018
12:10a YTZ » 1:55a MDW
Porter Airlines direct (1h45m)
$330
outward: Apr 29, 2018
4:45p MDW » 6:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 12, 2018
6:30p YTZ » 8:15p MDW
Porter Airlines direct (1h45m)
$330
outward: Apr 29, 2018
4:45p MDW » 6:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 13, 2018
7:35p YTZ » 9:20p MDW
Porter Airlines direct (1h45m)
$358
outward: May 13, 2018
7:45p MDW » 9:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 15, 2018
6:00p YTZ » 7:40p MDW
Porter Airlines direct (1h40m)
$364
outward: May 13, 2018
7:45p MDW » 9:25p YTZ
Porter Airlines direct (1h40m)
inbound: May 17, 2018
4:30p YTZ » 6:15p MDW
Porter Airlines direct (1h45m)
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$268 $268 $275
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$357 $254 $364
14 May May Monday $outDate.dayShortName
$268 $268 $275
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Choose when you'd like to depart to Toronto (Canada):
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

  • any
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • all
  • Air Canada
Air Canada
outbound: Jun 29, 2018
Air Canada direct
return: Jul 6, 2018
Air Canada direct

Travel tips for flights Chicago - Toronto

Average flight duration: 1h40m (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:
  • Apr 25, 2018 8:15 PM, GMT-4
  • Weather:
  • min. 39ºF, max. 53ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Apr 25, 2018 7:15 PM, GMT-5
  • Weather:
  • min. 37ºF, max. 52ºF