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

Find cheap airline tickets from Chicago to Toronto by date

  • any
  • October 2019
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  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
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  • August 2020
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  • any
  • October 2019
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  • month of departure
  • month of return
$243
Porter Airlines outward: Dec 9, 2019
2:45a MDW » 4:22a YTZ
Porter Airlines direct (1h37m)
Porter Airlines inbound: Dec 16, 2019
12:15a YTZ » 2:05a MDW
Porter Airlines direct (1h50m)
$267
Porter Airlines outward: Dec 16, 2019
1:25p MDW » 3:02p YTZ
Porter Airlines direct (1h37m)
Porter Airlines inbound: Dec 24, 2019
2:40a YTZ » 4:30a MDW
Porter Airlines direct (1h50m)
$307
Porter Airlines outward: Jun 17, 2020
7:35p MDW » 9:17p YTZ
Porter Airlines direct (1h42m)
Porter Airlines inbound: Jun 25, 2020
2:50a YTZ » 4:37a MDW
Porter Airlines direct (1h47m)
Return
Departure
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Airlines operating flights from Chicago to Toronto

  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • all
  • Air Canada
  • American Airlines
  • United Airlines
Air Canada
outbound: Nov 22, 2019
Air Canada direct
return: Nov 25, 2019
Air Canada direct
American Airlines
outbound: Dec 8, 2019
American Airlines 1 stop
return: Dec 15, 2019
WestJet 1 stop
United Airlines
outbound: Jun 17, 2020
United Airlines direct
return: Jun 24, 2020
American Airlines 1 stop

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:
  • Oct 23, 2019 9:38 PM, GMT-4
  • Weather:
  • min. 43ºF, max. 55ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 23, 2019 8:38 PM, GMT-5
  • Weather:
  • min. 42ºF, max. 50ºF