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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.

Flights from Toronto to Chicago

YYZ to ORD flights and routes map YYZ to ORD. All flight routes from Pearson International, Canada to Chicago Ohare International, Illinois, USA. These routes are operated by 5 different airlines. You can either fly non-stop or choose from 6 different transit flights. The shortest flight time is 1 hour and 54 minutes.

From
To
Canada YYZ Pearson Toronto, ON, Canada
USA ORD Chicago Ohare , IL, USA
YYZ
Pearson
CanadaToronto, ON, Canada
Chicago Ohare
USAChicago, IL, USA
ORD
3 direct routes found »
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7 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 54m

Air Canada
Non-stop with Air Canada.
1h 54m
4 flights per day.
SCHEDULE
United Airlines
Non-stop with United Airlines. 6-8 flights per day.

SCHEDULE
1h 59m

United Airlines
Non-stop with United Airlines.
1h 59m
6-8 flights per day.
SCHEDULE
American Airlines
Non-stop with American Airlines. 5 flights per day.

SCHEDULE
2h 02m

American Airlines
Non-stop with American Airlines.
2h 02m
5 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 17m

Via Detroit DTW
1 stop with Delta Air Lines.
5h 17m
3-4 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed

1 stop routes with codeshare or different airlines:

Duration

Via Indianapolis IND With Air Canada & American Airlines 1-2 flights per day.
Ends in Apr 2024

SCHEDULE
3h 42m

Ends in Apr 2024
Via Indianapolis IND
3h 42m
With Air Canada & American Airlines 1-2 flights per day.
Ends in Apr 2024
SCHEDULE
Via Pittsburgh PIT With Air Canada & American Airlines 2 flights per day.

SCHEDULE
4h 37m

Via Pittsburgh PIT
4h 37m
With Air Canada & American Airlines 2 flights per day.
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Via Detroit DTW With Air Canada & American Airlines 2 flights per day.

SCHEDULE
4h 52m

Via Detroit DTW
4h 52m
With Air Canada & American Airlines 2 flights per day.
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Via Cleveland CLE With Air Canada & American Airlines 1-2 flights per day.

SCHEDULE
5h 09m

Via Cleveland CLE
5h 09m
With Air Canada & American Airlines 1-2 flights per day.
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Via Cincinnati CVG With Air Canada & American Airlines

SCHEDULE
5h 32m

Via Cincinnati CVG
5h 32m
With Air Canada & American Airlines
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Via Columbus CMH With Air Canada & American Airlines 2 flights per day.

SCHEDULE
5h 35m

Via Columbus CMH
5h 35m
With Air Canada & American Airlines 2 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
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Toronto to Chicago flights

With over 470 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 Indianapolis, Pittsburgh 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 between 6 am and 18 pm. American Airlines is a member of the air alliance OneWorld.

With Air Canada

You can fly non-stop every weekday with flights departing between 8 am and 19 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 5 hours and 17 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 2 hours and 2 minutes.

ViaTotal flight timeLayover timeMiles
Direct2h 2m-437 (703 km)
IND Indianapolis3h 42m48m619 (996 km)
PIT Pittsburgh4h 37m1h 25m636 (1023 km)
DTW Detroit4h 52m1h 43m449 (722 km)
CLE Cleveland5h 9m2h 33m510 (821 km)
CVG Cincinnati5h 32m1h 16m680 (1094 km)
CMH Columbus5h 35m3h 53m603 (970 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 and 2 minutes. If you travel with a connecting flight instead, for example via Indianapolis, the total flight time will be 3 hours and 42 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 Ohare International, ORD, is 2 hours and 2 minutes. The distance is 449 miles (or 722 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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