Flights from Toronto to Chicago – Direct & connecting routes
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YYZ to ORD – All flight route options from Pearson International, Canada to Chicago O Hare International, Illinois, USA. These flights are operated by 6 different airlines. Fly non-stop or choose from 6 different connecting flights. The shortest flight time is 1 hour and 54 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
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Toronto to Chicago flights
With over 444 flights every week and 9 different airlines you have a wide range of options. You can fly non-stop to Chicago (ORD) from Toronto (YYZ) with American Airlines, Air Canada or United Airlines but if a stopover option suits you better you can choose to fly via Columbus, Cleveland or any other of the 6 alternatives with connectiing airports.
Tip! You can also fly to Chicago from City Centre (YTZ).
Toronto to Chicago with American Airlines
You can fly non-stop every weekday with flights departing from 6:00 am to 7:00 pm. American Airlines is a member of the air alliance OneWorld.
With Delta Air Lines
If you fly from Toronto with Delta Air Lines you will do a stopover in Detroit, DTW before reaching Chicago. This flight trip will take 5 hours and 19 minutes and you can fly every weekday with departures from 6:00 am to 6:00 pm. Delta Air Lines is a member of SkyTeam.
Distance & flight times: Pearson to Chicago O'Hare
The shortest flight time between YYZ and ORD is 2 hours.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
Direct | 2h 0m | - | 437 miles (703 km) |
CMH Columbus | 4h 20m | 4h 27m | 603 miles (970 km) |
CLE Cleveland | 4h 35m | 1h 27m | 510 miles (821 km) |
DTW Detroit | 4h 37m | 2h 14m | 449 miles (722 km) |
PIT Pittsburgh | 4h 51m | 3h 35m | 636 miles (1023 km) |
IND Indianapolis | 6h 22m | 3h 19m | 619 miles (996 km) |
CVG Cincinnati | 6h 22m | 1h 25m | 680 miles (1094 km) |


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From Toronto to USA
Below is a list of other destinations to USA from Pearson International with either direct flights or 1 stop connections.
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DFW Dallas Direct
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ATL Atlanta Direct
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DEN Denver Direct
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JFK New York Direct
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MIA Miami Direct
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CLT Charlotte Direct
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LAX Los Angeles Direct
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IAH Houston Direct
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EWR New York Direct
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MCO Orlando Direct
From Canada to Chicago
Below is a list of other cities in Canada with flights to Chicago with either non-stop or connecting flights.
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YUL Montreal Direct
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YVR Vancouver Direct
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YYC Calgary Direct
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YEG Edmonton Direct
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YHZ Halifax Direct
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YWG Winnipeg Direct
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YOW Ottawa Direct
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YQB Quebec Direct
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YZF Yellowknife
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YYT St. John's