How much is a ticket from Chicago to Toronto Pearson?

Depending on when you travel and how far in advance you book, fares between Chicago and Toronto can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Which airports are most convenient between Chicago and Toronto?

Whether it’s cost or connection time, the right airport combination can make a difference.

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Toronto: In Toronto you can fly to/from 4 airports - John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.

In some cases, flying into a secondary airport can also reduce transfer costs. Connections from multiple airports give you more flight options and airlines.

Flight filters for the route Chicago – Toronto Pearson

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to Canada are often searched alongside: Calgary, Montreal, Quebec, Toronto, Vancouver.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.