How to get the best price from Chicago O'Hare to Toronto Pearson?

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

Pick a travel date to see today’s available fares.

Search engines like Jetcost can highlight price changes in just seconds. For example, some users find better prices by flying on one day of the week over another — try several searches to spot the cheapest day.

Which departure and arrival airports are available?

Between Chicago and Toronto, flight options may depend on the combination of airports available.

• Airports in Chicago: Chicago is connected by 3 airports - Midway, O'Hare, Rockford.
• Airports in Toronto: Toronto is served by 4 airports - John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

Flight filters for the route Chicago O'Hare – 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, Edmonton, Montreal, 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.