Flights from Toronto to Chicago
YYZ to ORD. All flight routes from Pearson International, Canada to Chicago Ohare International, USA. These routes are operated by 6 different airlines. You can either fly non-stop or choose from 6 different transit flights. The shortest flight time is 1 hour and 56 minutes.
Usually
in time
Some
delays
Usually
delayed
Non-stop routes:

Air Canada
Non-stop with Air Canada.
6-7 flights per day.
SCHEDULE
1h 56m

American Airlines
Non-stop with American Airlines.
4-5 flights per day.
SCHEDULE
1h 57m

United Airlines
Non-stop with United Airlines.
4-6 flights per day.
SCHEDULE
1h 59m
1 stop routes with the same airline:


Via Detroit DTW
1 stop with Delta Air Lines.
2-3 flights per day.
SCHEDULE
4h 21m
1 stop routes with codeshare or different airlines:


Via Pittsburgh PIT
With Air Canada & American Airlines
SCHEDULE
3h 34m


Via Detroit DTW
With Air Canada & American Airlines
1-2 flights per day.
SCHEDULE
4h 02m


Via Cincinnati CVG
With Air Canada & American Airlines
SCHEDULE
4h 49m


Via Cleveland CLE
With Air Canada & American Airlines
1-2 flights per day.
SCHEDULE
4h 55m


Via Indianapolis IND
With Air Canada & American Airlines
SCHEDULE
5h 18m


Via Columbus CMH
With Air Canada & American Airlines
2 flights per day.
SCHEDULE
5h 24m
Toronto to Chicago flights
With over 336 flights every week and 9 different airlines you have a wide option of flights to choose from. 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 Pittsburgh, Detroit or any other of the 6 alternatives with flight connections.
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 am to 19 pm. American Airlines is a member of the air alliance OneWorld.
With Air Canada
You can fly non-stop every weekday with flights departing from 6 am to 21 pm. Air Canada is a Star Alliance member.
With United Airlines
You can fly non-stop every weekday with flights departing from 6 am to 21 pm. United Airlines is a Star Alliance member.
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 4 hours and 21 minutes and you can fly every weekday with departures between 6 am and 17 pm. Delta Air Lines is a member of SkyTeam.
Miles & flight time: YYZ - ORD
The shortest flight time between YYZ and ORD is 1 hour and 57 minutes.
Via | Total flight time | Layover time | Miles |
---|---|---|---|
Direct | 1h 57m | - | 437 (703 km) |
Direct | 1h 56m | - | 437 (703 km) |
Direct | 1h 59m | - | 437 (703 km) |
PIT Pittsburgh | 3h 34m | 47m | 636 (1023 km) |
DTW Detroit | 4h 2m | 2h 35m | 449 (722 km) |
CVG Cincinnati | 4h 49m | 1h 33m | 680 (1094 km) |
CLE Cleveland | 4h 55m | 1h 17m | 510 (821 km) |
IND Indianapolis | 5h 18m | 3h 58m | 619 (996 km) |
CMH Columbus | 5h 24m | 2h 55m | 603 (970 km) |


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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LAX Los Angeles Direct
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EWR New York Direct
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CLT Charlotte Direct
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IAH Houston Direct
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MSP Minneapolis Direct