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 29 OctUS$167.98One wayEconomy1 traveller
- Wed 22 OctUS$168.25One wayEconomy1 traveller
- Wed 15 OctUS$168.44One wayEconomy1 traveller
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 US$385 for the 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 | US$385 |
Fly from Toronto to Chicago | 10 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
All Nippon Airways
British Airways
Aer Lingus
Flair Airlines
Frequently asked questions
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