Planning a flight from Toronto Island to Chicago O'Hare?

Flight prices from Toronto to Chicago change depending on demand and time of booking.

Choose a date to explore the best fares now.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Which departure and arrival airports are available?

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

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

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

Match your flight search to your preferences: Toronto Island – Chicago O'Hare

Jetcost makes it easy to find the right flight. Set filters for flight time, price, number of stops, and preferred airline. You’ll see offers from the best airlines and travel agencies.

Other popular destinations

Thinking about traveling to United States? Other users also viewed: Atlanta, Los Angeles, Miami, New York City, Orlando.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.