But, remember that Chicago O'hare International Airport is only one of the airports in Chicago – searching for flights from ‘Toronto’ to ‘Chicago’ will give you more options, and possibly lower prices.
We compare every airline that flies from Toronto to Chicago, so that you can find the best value flights.
Prices vary throughout the year but, right now, the cheapest date to fly is 03 / Oct / 2025. If you're looking for a budget break to the USA and are flexible on dates, search for flights by month to find the best offers.
We don't just compare flight prices. If you need to book accommodation for your trip, or you want to hire a car to explore the USA, we've got some options for you to compare. Plus, when you sort your flights and hotel in one booking, you could save even more.