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Toronto to Chicago, IL, USA - Transfer & Transportation Guides

Find transfer & transportation guides from Toronto to Chicago, IL, USA. How to get from Toronto to Chicago, IL, USA by Flight, Train, Taxi.

You can get to Chicago, IL, USA from Toronto by verhicle types below

Flight from Toronto to Chicago, IL, USA Train from Toronto to Chicago, IL, USA Taxi from Toronto to Chicago, IL, USA
Search Transfer from Toronto to Chicago, IL, USA

Transfer solutions

You have 9 options transfer to Chicago, IL, USA from Toronto below

1. Fly Toronto to Chicago O'Hare
Train ( 25 min. )

Take a train from Toronto Union Station to UP Express Pearson Airport.

Open Map More details & check price at UP Express
Plane ( 1 hr. 49 min. )

Take a flight from Toronto to Chicago O'Hare.

Open Map Check Flights
Subway ( 44 min. )

Take a subway from O'Hare to Jackson-Blue.

Open Map More details & check price at Chicago Transit (CTA)
Duration 5 hr. 2 min.
Distance 755 km.
Cost 260 USD
2. Fly Billy Bishop Toronto City to Chicago Midway
car ferry ( 2 min. )

Take a ferry from Mainland to Billy Bishop Airport Ferry Terminal.

Open Map More details & check price at Ports Toronto
Plane ( 1 hr. 47 min. )

Take a flight from Billy Bishop Toronto City to Chicago Midway.

Open Map Check Flights
Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

Open Map
Subway ( 23 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 4 hr. 24 min.
Distance 729 km.
Cost 176 USD
3. Shuttle to Buffalo + fly to Chicago Midway
Train ( 25 min. )

Take a train from Toronto Union Station to UP Express Pearson Airport.

Open Map More details & check price at UP Express
Walk ( 5 min. )

Take a foot from UP Express Pearson Airport to Toronto Airport.

Open Map
Shuttle ( 3 hr. )

Take a shuttle from Toronto Airport to Buffalo Airport.

Open Map More details & check price at Niagara Airbus
Plane ( 1 hr. 35 min. )

Take a flight from Buffalo to Chicago Midway.

Open Map Check Flights
Walk ( 7 min. )

Take a foot from Chicago Midway to Midway.

Open Map
Subway ( 23 min. )

Take a subway from Midway to Harold Washington Library.

Open Map More details & check price at Chicago Transit (CTA)
Duration 6 hr. 55 min.
Distance 961 km.
Cost 360 USD
4. Shuttle to Buffalo + fly to Chicago O'Hare
Train ( 25 min. )

Take a train from Toronto Union Station to UP Express Pearson Airport.

Open Map More details & check price at UP Express
Walk ( 5 min. )

Take a foot from UP Express Pearson Airport to Toronto Airport.

Open Map
Shuttle ( 3 hr. )

Take a shuttle from Toronto Airport to Buffalo Airport.

Open Map More details & check price at Niagara Airbus
Plane ( 1 hr. 40 min. )

Take a flight from Buffalo to Chicago O'Hare.

Open Map Check Flights
Subway ( 44 min. )

Take a subway from O'Hare to Jackson-Blue.

Open Map More details & check price at Chicago Transit (CTA)
Duration 7 hr. 13 min.
Distance 981 km.
Cost 290 USD
5. Fly Toronto to Milwaukee + train
Train ( 25 min. )

Take a train from Toronto Union Station to UP Express Pearson Airport.

Open Map More details & check price at UP Express
Plane ( 1 hr. 38 min. )

Take a flight from Toronto to Milwaukee.

Open Map Check Flights
Bus ( 29 min. )

Take a bus from Airport Baggage Claim to S6 & Clybourn.

Open Map More details & check price at Milwaukee County Transit
Train ( 1 hr. 29 min. )

Take a train from Milwaukee to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 7 hr. 10 min.
Distance 849 km.
Cost 270 USD
6. Train via Detroit
Train ( 4 hr. 17 min. )

Take a train from Toronto Union Station to Windsor.

Open Map More details & check price at VIA Rail
Car ( 12 min. )

Drive a car from Windsor to Detroit.

Open Map
Train ( 5 hr. 7 min. )

Take a train from Detroit to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 9 hr. 58 min.
Distance 821 km.
Cost 154 USD
7. Train
Train ( 4 hr. 39 min. )

Take a train from Toronto Union Station to Buffalo.

Open Map More details & check price at VIA Rail
Train ( 10 hr. 30 min. )

Take a train from Buffalo Depew Station to Chicago Union Station.

Open Map More details & check price at Amtrak
Duration 16 hr. 9 min.
Distance 1033 km.
Cost 137 USD
8. Drive
Car ( 8 hr. 46 min. )

Drive a car from Toronto to Chicago.

Open Map
Duration 8 hr. 46 min.
Distance 834 km.
Cost 70 USD
9. Shuttle + bus
Train ( 25 min. )

Take a train from Toronto Union Station to UP Express Pearson Airport.

Open Map More details & check price at UP Express
Shuttle ( 2 hr. 30 min. )

Take a shuttle from Toronto, ON - Pearson International Airport to London, ON - 105, Wharncliffe Road South, Manor Park.

Open Map More details & check price at Robert Q Airbus
Shuttle ( 3 hr. 30 min. )

Take a shuttle from London, ON - 105, Wharncliffe Road South, Manor Park to Detroit Airport.

Open Map More details & check price at Robert Q Airbus
Bus ( 2 min. )

Take a bus from McNamara Terminal to North Terminal.

Open Map More details & check price at Metro Airport
Bus ( 50 min. )

Take a bus from Detroit Metro Airport to Ann Arbor- Blake Transit Ctr., MI.

Open Map More details & check price at Michigan Flyer
Bus ( 4 hr. 10 min. )

Take a bus from Ann Arbor to Chicago.

Open Map More details & check price at FlixBus-us
Duration 14 hr. 43 min.
Distance 885 km.
Cost

Find Hotels in Chicago, IL, USA

You can find hotels and accommodations in Chicago, IL, USA with our hotels search tool below

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About Toronto, ON, Canada

Toronto is the provincial capital of Ontario. With a recorded population of 2,731,571 in 2016, it is the most populous city in Canada and the fourth most populous city in North America. The Greater Toronto Area (GTA) as a whole had a 2016 population ... Learn more

About Chicago, IL, USA

Chicago ( (listen), locally also ), officially the City of Chicago, is the most populous city in the U.S. state of Illinois, and the third-most-populous city in the United States. With an estimated population of 2,693,976 in 2019, it is also the most... Learn more

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