How much is a ticket from Toronto Island to Chicago Midway?

Flight prices from Toronto to Chicago change depending on demand and time of booking.

Select your dates to check current offers.

Flying at off-peak hours — such as early morning or late evening — can help you save. Also, the best deals tend to appear in the weeks leading up to departure.

Flying between Toronto and Chicago? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

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

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Toronto airports in a single search.

Refine your flight search from Toronto Island to Chicago Midway

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 Expedia, eDreams, and top carriers.

Other popular destinations

Also looking at United States? These cities are trending: Atlanta, Los Angeles, Miami, New York City, Orlando.

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.