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Type in your origin and destination city and we will give you the best flight route options based on flight time and connection time along with airline and airports delays.

Flight routes from Toronto to Chicago

YYZ to ORD flights and routes map YYZ to ORD. All flight route options from Pearson International, Canada to Chicago O Hare International, Illinois, USA. These routes are operated by 5 different airlines. You can either fly non-stop or choose from 3 different transit flights. The shortest flight time is 1 hour and 57 minutes.

From
To
Canada YYZ Pearson Toronto, ON, Canada
USA ORD Chicago O Hare , IL, USA
YYZ
Pearson
CanadaToronto, ON, Canada
Chicago O Hare
USAChicago, IL, USA
ORD
3 direct routes found »
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4 routes with 1 stop found »
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Non-stop routes:

Duration

Air Canada
Non-stop with Air Canada. 4 flights per day.

SCHEDULE
1h 57m

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

SCHEDULE
2h 00m

American Airlines
Non-stop with American Airlines.
2h 00m
4 flights per day.
SCHEDULE
United Airlines
Non-stop with United Airlines. 5-6 flights per day.

SCHEDULE
2h 05m

United Airlines
Non-stop with United Airlines.
2h 05m
5-6 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
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1 stop routes with the same airline:

Duration

Via Detroit DTW
1 stop with Delta Air Lines. 3-4 flights per day.

SCHEDULE
5h 00m

Via Detroit DTW
1 stop with Delta Air Lines.
5h 00m
3-4 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed

1 stop routes with codeshare or different airlines:

Duration

Via Pittsburgh PIT With Air Canada & American Airlines 0-2 flights per day.

SCHEDULE
4h 40m

Via Pittsburgh PIT
4h 40m
With Air Canada & American Airlines 0-2 flights per day.
SCHEDULE
Via Detroit DTW With Air Canada & American Airlines 0-1 flights per day.

SCHEDULE
5h 05m

Via Detroit DTW
5h 05m
With Air Canada & American Airlines 0-1 flights per day.
SCHEDULE
Via Cincinnati CVG With Air Canada & American Airlines 0-1 flights per day.

SCHEDULE
5h 46m

Via Cincinnati CVG
5h 46m
With Air Canada & American Airlines 0-1 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
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Toronto to Chicago flights

With over 253 flights every week and 6 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 3 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 between 6 am and 18 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 you can fly every weekday with departures from 6 am to 17 pm. Delta Air Lines is a member of SkyTeam.

Distance & flight times: (YYZ) to (ORD)

The shortest flight time between YYZ and ORD is 2 hours.

ViaTotal flight timeLayover timeMiles
Direct2h 0m-437 (703 km)
PIT Pittsburgh4h 40m2h 12m636 (1023 km)
DTW Detroit5h 5m1h 55m449 (722 km)
CVG Cincinnati5h 46m4h 6m680 (1094 km)
The flight times and layover times in the table above are approximate and vary depending on flight number, aircraft, airline, weather and time of day.YYZ-ORD flight routesToronto to Chicago flight routes illustrated on a map.
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Toronto - Chicago route map and flight paths
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Unpublished Flight Rates From Toronto to Chicago
From Toronto to USA

Below is a list of other destinations to USA from Pearson International with either direct flights or 1 stop connections.

From Canada to Chicago

Below is a list of other cities in Canada with flights to Chicago with either non-stop or connecting flights.

You can fly to Chicago (ORD) from Toronto (YYZ) non-stop with American Airlines, Air Canada or United Airlines. The flight takes approximately 2 hours. If you travel with a connecting flight instead, for example via Pittsburgh, the total flight time will be 4 hours and 40 minutes.

If you are interested in direct flights, you can choose from American Airlines, Air Canada or United Airlines. If you choose to fly with stops instead you can fly with Air Canada and American Airlines.

The flight time between Pearson, YYZ and Chicago O Hare International, ORD, is 2 hours. The distance is 680 miles (or 1094 kilometers).

Yes, you can fly non-stop to ORD from YYZ with American Airlines, Air Canada or United Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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