Cheap flights from Toronto Pearson to Chicago

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How to get the best price from Toronto Pearson to Chicago?

Depending on when you travel and how far in advance you book, fares between Toronto and Chicago can differ a lot.

Pick a travel date to see today’s available fares.

Search engines like Jetcost can highlight price changes in just seconds. For example, some users find better prices by flying on one day of the week over another — try several searches to spot the cheapest day.

Are there multiple airports in Toronto and Chicago?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

  • Airports in Toronto: 4 airports are active in Toronto - John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.
  • Airports in Chicago: 3 airports are available in Chicago - Midway, O'Hare, Rockford.

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

Flights from Toronto - Lester B. Pearson to Chicago

Customize your flight from Toronto Pearson to Chicago

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from the best airlines and travel agencies.

Other popular destinations

Thinking about United States? You might also consider: Las Vegas, Los Angeles, Miami, New York City, Orlando.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.
Frequently Asked Questions

Frequently asked questions about flights from Toronto Pearson to Chicago.

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

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

How far is Toronto from Chicago?

Toronto is about 688 km from Chicago.

What are the airports in Chicago?

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

What are the airports in Toronto?

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

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Toronto to Chicago?

The best time to book a flight from Toronto to Chicago is 1 month in advance, while the worst time is 1 week in advance.

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

This information is not available at the moment.

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

This information is not available at the moment.

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

This information is not available at the moment.