How much is a ticket from Chicago to Toronto Island?

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

Best airport options between Chicago and Toronto

If you're open to flying into or out of more than one airport, you’ll have more routes to compare.

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

Some airports offer extras like lounges, fast track, or self check-in — good to keep in mind. Comparing airports by services offered helps you balance cost and comfort.

Refine your flight search from Chicago to Toronto Island

With Jetcost, it’s easy to narrow down results to find flights that match your schedule and preferences. You can filter by airline, price, trip type, and more — including offers from the best airlines and travel agencies.

Other popular destinations

Also looking at Canada? These cities are trending: Calgary, Montreal, Quebec, Toronto, Vancouver.

Online agencies can show different offers for the same flight — it’s worth comparing. Filters let you narrow things down further, like selecting a specific time slot to find flights that suit you best.