How much is a ticket from Toronto to Chicago O'Hare?

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

Flying from or to Toronto and Chicago? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in Toronto: You have 4 departure options - John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.
• Airports in Chicago: Arrivals into Chicago are possible from 3 airports - Midway, O'Hare, Rockford.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Adjust your flight filters for Toronto – Chicago O'Hare

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from the best travel agencies and carriers.

Other popular destinations

Planning a trip to United States? These cities are popular too: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.