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

Find cheap airline tickets from Chicago to Toronto by date

  • any
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • June 2023
  • July 2023
  • August 2023
  • any
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • June 2023
  • July 2023
  • August 2023
  • price
  • month of departure
  • month of return
$256
Porter Airlines outward: Oct 6, 2022
2:45p MDW » 4:27p YTZ
Porter Airlines direct (1h42m)
Porter Airlines inbound: Oct 8, 2022
9:15p YTZ » 11:02p MDW
Porter Airlines direct (1h47m)
$468
Delta Air Lines outward: Oct 28, 2022
3:45p ORD » 12:13a YYZ
Delta Air Lines 1 stop (8h28m)
Delta Air Lines inbound: Nov 5, 2022
11:14a YYZ » 2:54p ORD
Delta Air Lines 1 stop (3h40m)
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
  • September 2022
  • October 2022
  • November 2022
  • December 2022
  • January 2023
  • February 2023
  • March 2023
  • April 2023
  • May 2023
  • June 2023
  • July 2023
  • August 2023
  • all
  • American Airlines
American Airlines
outbound: Oct 6, 2022
American Airlines 1 stop
return: Oct 8, 2022
American Airlines 1 stop

Travel tips for flights Chicago - Toronto

Average flight duration: 1h44m (direct flight)

  • Arrival city:
  • Toronto, Canada
  • Airport(s):
  • Billy Bishop Toronto City Airport (YTZ)
  • Toronto Pearson International Airport (YYZ)
  • John C. Munro Hamilton International Airport (YHM)
  • Local time:
  • Sep 28, 2022 8:47 PM, GMT-4
  • Weather:
  • min. 44ºF, max. 65ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 28, 2022 7:47 PM, GMT-5
  • Weather:
  • min. 52ºF, max. 68ºF