Flight prices from Toronto to Chicago

There’s no fixed price — fares between Toronto and Chicago can vary a lot by day or time.

The lowest fare seen in the past 15 days was $99.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

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.

Choose the right flight for your trip from Toronto to Chicago

Jetcost helps you tailor your flight search based on what matters to you — flight length, budget, airline, or agency. Whether you prefer round-trip or one-way, direct or with stopovers, you’ll see options from eDreams, Expedia, and more.

Other popular destinations

Flying to United States? Many users also explore: Atlanta, Los Angeles, Miami, New York City, Orlando.

Looking for a specific airline? Select it directly in the filters to speed up your search. The search filters help you see only the options that match your needs.