
Flight Deals from Chicago O Hare Airport to Toronto Pearson Airport
Save up to 50% on select flights with Priceline
Save an average of $240 per person when bundling your flight and hotel together with Priceline
If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference
We’re always here for you - reach us 24 hours a day, 7 days a week
Price Drop Deals Near You
Flights from Chicago to Toronto are most expensive in late summer and cheapest in early spring.
When planning your flight from Chicago to Toronto, consider the seasonal price fluctuations. Typically, late summer, particularly around early August, sees the highest ticket prices, peaking around $520. In contrast, early spring offers some of the most affordable fares, with prices dipping to around $261 in mid-April. Overall, the high season spans from late May through mid-August, where prices frequently exceed $400, while the low season covers late winter to early spring, with prices often falling below $314. Expect sharp increases around early May and late June, marking transitions between seasons.
Book your flight from Chicago to Toronto 88 days in advance for the best prices, as costs rise sharply closer to departure.
When planning your trip from Chicago to Toronto, it's best to buy your tickets about 88 days before your departure, as prices are lowest around this period, typically ranging around $249. Booking too early may lead to higher prices, up to $377. After 88 days, prices generally increase, and while there may be occasional lower prices close to departure, it's risky due to volatility. Make sure to secure your purchase at least 20 days prior, as prices then spike significantly, reaching as high as $974 just before departure. If you're less than 43 days out, purchase immediately to avoid soaring prices, which can jump from around $257 to even higher rates shortly before your flight.
Frequently Asked Questions
What is the typical flight duration from Chicago to Toronto?
Are there any direct flights from Chicago to Toronto?
Are there visa requirements to travel from Chicago to Toronto?
What are the ground transportation options in Toronto?
When is the cheapest time to fly from Chicago to Toronto?
How far in advance should I book tickets from Chicago to Toronto?
Which airlines usually operate this route from Chicago to Toronto?
If I need a connection, what are common layover cities between Chicago and Toronto?
How reliable are on‑time departures on this route from Chicago to Toronto?
Which months have the best weather for traveling to Toronto?
What documents should I bring with me to the airport when flying from Chicago to Toronto?
Which airport should I use in Toronto?
How do I get to O'Hare Intl Airport airport from the city center?
Are there hotels or sleeping facilities at Toronto airport?
Are there currency exchange offices, prayer rooms and Wi‑Fi at Pearson Intl Airport ?
Are there accessible services or children's facilities at the Chicago and Toronto airports?
Which aircraft models fly between Chicago and Toronto this route and do airlines offer Wi‑Fi?
Which airline alliances operate this route?
What is the cheapest time of day to fly from Chicago to Toronto?
What are the best airport lounge options when departing from Chicago?
What is the baggage allowance on this route from Chicago to Toronto?
What cabin and seat options are typical from Chicago to Toronto?
Are same‑day changes or standby possible on this route?
Flights to Toronto Pearson Airport
- Flights
- North America
- Canada
- Ontario
- Toronto
- Toronto Pearson Airport
- Flights
- North America
- United States
- Illinois
- Chicago
- Chicago O Hare Airport