West Jet tends to have the best prices on flights from Chicago to Toronto Lester B. Pearson International Airport. But, remember that Toronto Lester B. Pearson International Airport is only one of the airports in Toronto – searching for flights from ‘Chicago’ to ‘Toronto’ will give you more options, and possibly lower prices.
We compare every airline that flies from Chicago to Toronto, so that you can find the best value flights. The most popular airlines are Air Canada & West Jet. Between them, they cover ten flights every week from Chicago to or via Toronto. The 696 km journey usually takes around 2 hrs 35 mins.
At the moment, the cheapest date to travel on is 05 / Feb / 2025. You could also try searching by month, if you're flexible on dates. This will show you when prices are at their cheapest and their most expensive. Generally speaking, the earlier you book, the better deal you'll get.
Once you’ve made your flight selection, click through to the next page to complete your booking. You can also explore accommodation and car hire options in Canada by using the tabs at the top of the page.