Flights from Toronto to Chicago

Find and compare Toronto to Chicago flights below: airline choices, nonstop availability, flight time and the months that usually offer the best value.

Toronto to Chicago flights overview

Fares on the Toronto to Chicago route move daily with demand, sales and seat availability, so BookingTrolley compares live prices from several suppliers in one place. Based on this route's seasonal pattern, fares average roughly £ 681.77 over the year. Nov tends to be the cheapest month to fly (around £ 568.01), while Jun is usually the most expensive at about £ 845.30 — a swing of roughly 49%.

YYZ and ORD sit roughly 700 km apart, so total travel time depends on whether you fly nonstop or connect. Both full-service and low-cost carriers serve this corridor; BookingTrolley compares their published fares so you can weigh price against flight time and baggage.

Frequently asked questions about flying from Toronto to Chicago

Find cheap flights on popular routes

Explore fares from Toronto, into Chicago, and on related corridors with BookingTrolley.