Cheap flights from Toronto Pearson to Chicago

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Info about flights from Toronto Pearson to Chicago

Some useful info about flights from Toronto Pearson to Chicago to help you plan your next trip

Average flight duration 1h 55m
Cheapest month November
Average number of flights per week 14
First flight time 06:00
Last flight time 23:30
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

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.

Best airport options between Toronto and Chicago

If you're open to flying into or out of more than one airport, you’ll have more routes to compare.

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

Some airports offer extras like lounges, fast track, or self check-in — good to keep in mind. Comparing airports by services offered helps you balance cost and comfort.

Flights from Toronto - Lester B. Pearson to Chicago

Find the best flight from Toronto Pearson to Chicago

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from Delta, American, United, and more.

Other popular destinations

Searching for flights to United States? Travelers also looked at: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Toronto Pearson – Chicago flights.
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 428 mi 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 2 weeks in advance.

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

The cheapest month to fly from Toronto to Chicago is November.

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

The most expensive month to fly from Toronto to Chicago is October.

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

This information is not available at the moment.