Cheap flights from Chicago to Toronto

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Planning a flight from Chicago to Toronto?

Flight prices from Chicago to Toronto change depending on demand and time of booking.

Choose a date to explore the best fares now.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Which airports serve Chicago and Toronto?

When planning a trip of about 707 km, it's a good idea to check flights from surrounding airports too.

  • Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
  • Airports in Toronto: Toronto offers flights from 4 airports - John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Flights from Chicago to Toronto

Find flights from Chicago to Toronto that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from the best airlines and travel agencies.

Other popular destinations

Interested in Canada? These cities are also in demand: Calgary, Montreal, Quebec, Toronto, Vancouver.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.
Frequently Asked Questions

Frequently asked questions about flights from Chicago to Toronto.

How much does an airline ticket from Chicago to Toronto cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago to Toronto.

How far is Chicago from Toronto?

Chicago is about 707 km from Toronto.

What are the airports in Toronto?

Toronto has 4 airports: John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Canada?

The most popular cities in Canada according to our users' searches are: Calgary, Montreal, Quebec, Toronto, Vancouver.

When should I book a flight from Chicago to Toronto?

The best time to book a flight from Chicago to Toronto is 10 months in advance, while the worst time is 45 weeks in advance.

What is the cheapest month to fly from Chicago to Toronto?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Toronto?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Toronto?

This information is not available at the moment.