What’s the cost of a flight from Chicago Midway to Toronto Island?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Toronto.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Are there multiple airports in Chicago and Toronto?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

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

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

Find flights from Chicago Midway to Toronto Island that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from Ryanair, British Airways, Easyjet, and booking sites like Expedia and eDreams.

Other popular destinations

Interested in Canada? These cities are also in demand: Calgary, Montreal, Quebec, Toronto, Vancouver.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.