How much is a ticket from Chicago Midway 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.

Is there more than one airport in Chicago or Toronto?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

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

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Toronto as well.

Smart ways to search flights from Chicago Midway to Toronto Island

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include carriers like American, Delta, United, and more.

Other popular destinations

Flying to Canada? Other travelers also searched: Calgary, Edmonton, Montreal, Toronto, Vancouver.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.