Cheap flights from Toronto to Chicago

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How much is a flight from Toronto to Chicago?

There’s no fixed price — fares between Toronto and Chicago can vary a lot by day or time.

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

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Are there alternative airports near Toronto and Chicago?

The two cities are about 707 km apart. Looking beyond the main airport might reveal better options.

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

Many smaller airports are connected by direct buses or shuttles, often at low cost. If Chicago has more than one airport, you can pick the most convenient for your destination.

Flights from Toronto to Chicago

Customize your flight from Toronto 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 to Chicago.

How much does an airline ticket from Toronto 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 to Chicago.

How far is Toronto from Chicago?

Toronto is about 707 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 4 weeks 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.