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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  • June 2022
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  • November 2022
  • December 2022
  • January 2023
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  • any
  • June 2022
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  • May 2023
  • price
  • month of departure
  • month of return
$183
Porter Airlines outward: Sep 7, 2022
5:10p MDW » 6:52p YTZ
Porter Airlines direct (1h42m)
Air Southwest inbound: Sep 11, 2022
12:30p YYZ » 2:20p ORD
Air Southwest direct (1h50m)
$200
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$200
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$209
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$209
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$210
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$213
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
2:30p YTZ » 4:17p MDW
Porter Airlines direct (1h47m)
$214
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$216
Porter Airlines outward: Jul 12, 2022
7:15p MDW » 8:55p YTZ
Porter Airlines direct (1h40m)
Air Southwest inbound: Jul 17, 2022
12:30p YYZ » 2:20p ORD
Air Southwest direct (1h50m)
$216
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$221
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$225
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$225
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$226
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
2:30p YTZ » 4:17p MDW
Porter Airlines direct (1h47m)
$226
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
2:30p YTZ » 4:17p MDW
Porter Airlines direct (1h47m)
$227
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
4:35p YTZ » 6:22p MDW
Porter Airlines direct (1h47m)
$227
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
2:30p YTZ » 4:17p MDW
Porter Airlines direct (1h47m)
$227
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$228
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$228
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$229
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$229
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$231
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$232
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$233
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$233
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
WestJet inbound: Aug 16, 2022
9:35p YYZ » 11:26p ORD
WestJet direct (1h51m)
$234
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$238
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
11:45p YTZ » 1:32a MDW
Porter Airlines direct (1h47m)
$241
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
9:35p YTZ » 11:22p MDW
Porter Airlines direct (1h47m)
$248
Air Southwest outward: Aug 11, 2022
3:10p ORD » 4:50p YYZ
Air Southwest direct (1h40m)
Porter Airlines inbound: Aug 16, 2022
4:35p YTZ » 6:22p MDW
Porter Airlines direct (1h47m)
Return
Departure
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:

Airlines operating flights from Chicago to Toronto

  • any
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • all
  • Air Canada
  • Air Southwest
Air Canada
outbound: Sep 7, 2022
Air Canada direct
return: Sep 11, 2022
Air Canada direct
Air Southwest
outbound: Jul 28, 2022
Air Southwest direct
return: Jul 31, 2022
Air Southwest direct

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:
  • Jun 30, 2022 2:54 PM, GMT-4
  • Weather:
  • min. 60ºF, max. 79ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 30, 2022 1:54 PM, GMT-5
  • Weather:
  • min. 68ºF, max. 82ºF