Search flights from Toronto (YTO) to Chicago (CHI)
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Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
- Wed, Sep 10$144.70One-wayEconomy1 traveler
- Wed, Sep 3$145.79One-wayEconomy1 traveler
- Wed, Sep 17$146One-wayEconomy1 traveler
Flying from Toronto to Chicago: things to know
The most popular route is from Billy Bishop Toronto City Airport in Toronto to Midway International Airport in Chicago. On average this flight takes 1 hour 49 minutes one-way and costs $400 round-trip.
Most popular route | Billy Bishop Toronto City Airport (YTZ) to Midway International Airport (MDW) |
|---|---|
Average flight time | 1 hour 49 minutes |
Average round-trip price | $400 |
Fly from Toronto to Chicago | 11 airlines |
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Airlines that fly from Toronto to Chicago
Airline options may vary according to recently booked flights and your search terms
Porter Airlines
Air Canada
United Airlines
American Airlines
Air Transat
Japan Airlines
Westjet
Aer Lingus
Flair Airlines
All Nippon Airways
British Airways
Frequently asked questions
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