Flight prices from Toronto to Chicago

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

Choose a date to explore the best fares now.

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.

Are there alternative airports near Toronto and Chicago?

The two cities are about 439 mi apart. Looking beyond the main airport might reveal better options.

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

Many smaller airports are connected by direct buses or shuttles, often at low cost. If Chicago has more than one airport, you can pick the most convenient for your destination.

Find the best flight from Toronto to Chicago

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from Ryanair, Easyjet, British Airways, and more.

Other popular destinations

Searching for flights to United States? Travelers also looked at: Atlanta, Los Angeles, Miami, New York City, Orlando.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Toronto – Chicago flights.