Helping travelers to find the best flight offers
Toronto — Chicago
05/26/2025
Departure date
Direct flight
AC505
Starting at $206
Toronto — Chicago
06/16/2025
Departure date
Direct flight
PD2387
Starting at $115
Toronto — Chicago
06/30/2025
Departure date
Direct flight
PD2387
Starting at $183
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Toronto to Chicago:
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Starting at $127
Starting at $134
The cheapest one-way flight from Toronto to Chicago departs on 06/30/2025, is operated by Porter Airlines and costs $115
The cheapest roundtrip flight from Toronto to Chicago departs on 06/05/2025, is operated by Porter Airlines and costs $170
Fastest flight from Toronto to Chicago takes 1h 49m
There are direct flights on this route 1 day a week: Mo
The distance between Toronto and Chicago is 701km (435 miles). The average flight duration is 1h 55m. There are 212 direct flights from Toronto to Chicago. The time difference between Toronto and Chicago is 1h . Flights from Toronto begin at 6:30 AM. The latest flight from Toronto departs at 9:00 PM.
United Airlines
Mo and Fr
Starting at $185
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Toronto to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Toronto to Chicago
Below you will find a list of airlines operating flights on the Toronto — Chicago route and the starting prices for flights of each specific airline on it.
A direct flight is the most convenient and comfortable way to fly from Toronto to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
The cheapest flight ticket from Toronto to Chicago according to data for the last 48 hours costs $115
Often the best time to buy tickets from Toronto to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Toronto to Chicago can be found flying in these months: June, May.
The fastest flights from Toronto to Chicago start from 1 hour 49 minutes in the air.
The following airlines operate direct flights on the route Toronto — Chicago: Air Canada, Porter Airlines
We couldn't find any special offers for flights from Toronto to Chicago
