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Tips and tricks to help you find cheap flights from Toronto to Chicago

Favorite airline: American Airlines
Flight tickets on the route Toronto – Chicago are most frequently booked with American Airlines.
American Airlines
60 %
Air Canada
20 %
Direct flights are the cheapest connection
Compared to flights with a stopover, direct flights are $58.00 cheaper on this route.
non stop flight
1 stop
01h 55min
08h 16min
$179
$237
The favorite connection is non-stop
Direct flights are especially popular on this route. 80 % of travelers will book a direct flight.
Route
bookings
Direct flights
01h 55min, from $179
80 %
1 stopover New York - La Guardia Airport, NY
08h 16min, from $237
20 %
Flight details Toronto - Chicago
  • Flight duration: min. 01:53 / max. 02:17
  • Distance: 683 km
  • Flights per week: 131
  • Return flight duration: min. 01:34 / max. 01:47