Cheap flights from Toronto to Chicago
From 185 USD — compare hundreds of airlines
About this route
Compare flights from Toronto to Chicago, a about 701 km route (around 1h 23m nonstop). We gather live prices from hundreds of airlines and agencies so you can find the cheapest and book on the official site, with no hidden fees. Direct flights are available. Airlines such as American Airlines, Air Canada, Etihad Airways operate this route.
Prices by date
Airlines on this route
FAQ
What's the cheapest month to fly Toronto to Chicago?
It's usually 2026-07, from 122 USD. Use the price calendar to compare other dates.
How long is the flight from Toronto to Chicago?
A nonstop flight takes about 1h 23m and covers around 701 km. Connecting itineraries take longer.
Are there direct flights from Toronto to Chicago?
Yes, this route has nonstop flights. Filter by "nonstop" to see them.
Which airlines fly from Toronto to Chicago?
American Airlines, Air Canada, Etihad Airways, Iberia operate this route, among others. Compare them all in the results.
When should I book Toronto–Chicago flights?
As a rule of thumb, booking 3–8 weeks ahead and avoiding weekends and holidays tends to give the best prices. Use the calendar to spot the cheapest dates.