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

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Find cheap airline tickets from Chicago to Toronto by date

  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • price
  • month of departure
  • month of return
$202
Porter Airlines outward: Nov 9, 2019
2:40a MDW » 4:22a YTZ
Porter Airlines direct (1h42m)
Porter Airlines inbound: Nov 11, 2019
9:50p YTZ » 11:39p MDW
Porter Airlines direct (1h49m)
Verify
2 days ago
$202
Porter Airlines outward: Nov 9, 2019
2:40a MDW » 4:22a YTZ
Porter Airlines direct (1h42m)
Porter Airlines inbound: Nov 11, 2019
7:20p YTZ » 9:07p MDW
Porter Airlines direct (1h47m)
Verify
2 days ago
$240
Porter Airlines outward: Oct 18, 2019
2:00p MDW » 3:42p YTZ
Porter Airlines direct (1h42m)
Porter Airlines inbound: Oct 21, 2019
12:10a YTZ » 1:57a MDW
Porter Airlines direct (1h47m)
Verify
7 days ago
$278
Air Canada outward: Nov 28, 2019
1:00p ORD » 2:36p YYZ
Air Canada direct (1h36m)
Air Canada inbound: Dec 1, 2019
12:10p YYZ » 2:00p ORD
Air Canada direct (1h50m)
Verify
12 days ago
$301
Air Canada outward: Nov 28, 2019
1:00p ORD » 2:36p YYZ
Air Canada direct (1h36m)
Air Canada inbound: Dec 1, 2019
12:10p YYZ » 2:00p ORD
Air Canada direct (1h50m)
Verify
7 days ago
$302
Air Canada outward: Nov 28, 2019
11:50p ORD » 1:26a YYZ
Air Canada direct (1h36m)
Air Canada inbound: Dec 1, 2019
12:10p YYZ » 2:00p ORD
Air Canada direct (1h50m)
Verify
6 days ago
$303
Air Canada outward: Nov 28, 2019
1:00p ORD » 2:36p YYZ
Air Canada direct (1h36m)
Air Canada inbound: Dec 1, 2019
12:10p YYZ » 2:00p ORD
Air Canada direct (1h50m)
Verify
2 days ago
$303
Air Canada outward: Nov 28, 2019
1:00p ORD » 2:36p YYZ
Air Canada direct (1h36m)
Air Canada inbound: Dec 1, 2019
12:10p YYZ » 2:00p ORD
Air Canada direct (1h50m)
Verify
2 days ago
$409
Porter Airlines outward: Aug 30, 2019
2:25a MDW » 4:07a YTZ
Porter Airlines direct (1h42m)
Porter Airlines inbound: Sep 13, 2019
2:25a YTZ » 4:12a MDW
Porter Airlines direct (1h47m)
Verify
23 hours 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 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:

Airlines operating flights from Chicago to Toronto

  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • all
  • Air Canada
  • United Airlines
Air Canada
outbound: Oct 18, 2019
Air Canada direct
return: Oct 20, 2019
Air Canada direct
$278 Verify
7 days ago
United Airlines
outbound: Oct 18, 2019
United Airlines direct
return: Oct 20, 2019
United Airlines direct
$298 Verify
7 days ago
Airline tickets Chicago - Toronto found in the last 30 days.

Travel tips for flights Chicago - Toronto

Average flight duration: 1h44m (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:
  • Aug 22, 2019 9:17 AM, GMT-4
  • Weather:
  • min. 62ºF, max. 74ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 22, 2019 8:17 AM, GMT-5
  • Weather:
  • min. 68ºF, max. 72ºF
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