The short duration of the flight makes the route one of the most popular among those who need to fly from the US into Canada (or the other way around). There are many flights daily so it’s not hard to find a good deal even if you happen to book your ticket a bit too late.

Airport choices

You’ll most likely arrive in Toronto via Toronto Pearson International Airport. It is the biggest airport in Canada and a hub for Air Canada. The airport is located only 12 km from the city center. There are several ways to get from the airport to the center, including the LINK train, bus (including an express line) and taxis.

When you depart Chicago, you’ll most likely choose Chicago O’Hare International Airport. The airport, located just 17 miles from downtown Chicago, serves as the largest hub for United Airlines and second largest hub for American Airlines. Since it’s one of the busiest airports in the States, you shouldn’t have troubles finding a flight into Chicago no matter where you arrive from.

Best airline choices

Direct flights from Chicago to Toronto are offered by the following airlines:

  • American Airlines
  • Air Canada
  • United Airlines


Typical prices

The ticket prices for flights from Chicago to Toronto tend to be seasonal. The short duration of the flight combined with the popularity of the route means that there are plenty of flights to choose from. Booking in advance would save only about $20 for a round trip flight.

As the summer draws to an end, the ticket prices start to fall. The prices are about the same regardless of which airline you choose. As soon as fall starts, the prices range between $347 and $357 per person for a round trip flight (in early September and early October).

Money saving tips

Start your search by looking at discount websites such as Expedia, Travelocity, Hotwire and Priceline. You’ll be able to compare the prices and choose the best airfare.

You can look for flights into the smaller airports which serve both cities, although most often the best price is obtain if you fly into the largest airport.

There are many flights per day so the prices don’t fall sharply from one month to another. Thankfully, even if you happen to book your flight a bit too late you won’t pay hefty airfare. Spikes can only be expected during the peak summer months and winter holidays.