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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

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. 5-7 flights per day.

SCHEDULE
1h 59m

United Airlines
Non-stop with United Airlines.
1h 59m
5-7 flights per day.
SCHEDULE
American Airlines
Non-stop with American Airlines. 4-5 flights per day.

SCHEDULE
2h 02m

American Airlines
Non-stop with American Airlines.
2h 02m
4-5 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
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1 stop routes with the same airline:

Duration

Via Columbus CMH
1 stop with United Airlines.

SCHEDULE
4h 39m

Via Columbus CMH
1 stop with United Airlines.
4h 39m
SCHEDULE
Via Detroit DTW
1 stop with Delta Air Lines. 3-5 flights per day.

SCHEDULE
5h 16m

Via Detroit DTW
1 stop with Delta Air Lines.
5h 16m
3-5 flights per day.
SCHEDULE
Usually in time
Some delays
Usually delayed
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1 stop routes with codeshare or different airlines:

Duration

Via Cleveland CLE With Air Canada & American Airlines 1-2 flights per day.

SCHEDULE
4h 31m

Via Cleveland CLE
4h 31m
With Air Canada & American Airlines 1-2 flights per day.
SCHEDULE
Via Pittsburgh PIT With Air Canada & American Airlines 1-2 flights per day.

SCHEDULE
4h 35m

Via Pittsburgh PIT
4h 35m
With Air Canada & American Airlines 1-2 flights per day.
SCHEDULE
Via Detroit DTW With Air Canada & American Airlines 1-2 flights per day.

SCHEDULE
4h 45m

Via Detroit DTW
4h 45m
With Air Canada & American Airlines 1-2 flights per day.
SCHEDULE
Via Indianapolis IND With Air Canada & American Airlines 1-2 flights per day.

SCHEDULE
5h 02m

Via Indianapolis IND
5h 02m
With Air Canada & American Airlines 1-2 flights per day.
SCHEDULE
Via Columbus CMH With Air Canada & American Airlines 2 flights per day.

SCHEDULE
6h 08m

Via Columbus CMH
6h 08m
With Air Canada & American Airlines 2 flights per day.
SCHEDULE
Via Cincinnati CVG With Air Canada & American Airlines

SCHEDULE
6h 15m

Via Cincinnati CVG
6h 15m
With Air Canada & American Airlines
SCHEDULE
Usually in time
Some delays
Usually delayed
SELECT DATE & CHECK PRICE
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Toronto to Chicago flights

With over 348 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 Cleveland, 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. You also have the option to do a transit flight via Columbus. 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 16 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 11 minutes.

ViaTotal flight timeLayover timeMiles
Direct2h 11m-437 (703 km)
Direct2h 2m-437 (703 km)
Direct2h 2m-437 (703 km)
CLE Cleveland4h 31m2h 44m510 (821 km)
PIT Pittsburgh4h 35m40m636 (1023 km)
DTW Detroit4h 45m2h 6m449 (722 km)
IND Indianapolis5h 2m3h 38m619 (996 km)
CMH Columbus6h 8m2h 49m603 (970 km)
CVG Cincinnati6h 15m3h 33m680 (1094 km)
The flight times and layover times in the table above are approximate and varies depending on flightnumber, 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 11 minutes. If you travel with a connecting flight instead, for example via Cleveland, the total flight time will be 4 hours and 31 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 11 minutes. The distance is 636 miles (or 1023 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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