There are 7 ways to get from Toronto to Chicago Loop by plane, train (Amtrak), bus (Flixbus, Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Toronto Island Airport to Chicago O'Hare International Airport
best- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
2h 39m$189–470Bus
cheapest- Take the bus from Toronto to Detroit Bus Stationbus FlixBus 2701 / ...
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
14h 9m$70–156Train via Detroit
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
10h 38m$78–190Drive 514.2 mi
- Drive from Toronto to Chicago Loopcar 514.2 mi
8h 38m$118–170Fly Toronto Island Airport to Chicago Midway International Airport
- Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane YTZ - MDW
2h 35m$110–436Fly Toronto Pearson International Airport to Chicago O'Hare International Airport
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
5h 4m$183–454Train
- Take the train from Toronto Union Station to Buffalotrain VIA Rail
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain Lake Shore Limited
15h 39m$89–296
Toronto to Chicago Loop by train and car
Questions & Answers
The cheapest way to get from Toronto to Chicago Loop is to bus which costs $70 - $160 and takes 14h 9m.
The fastest way to get from Toronto to Chicago Loop is to fly which takes 2h 35m and costs $110 - $440.
No, there is no direct bus from Toronto to Chicago Loop. However, there are services departing from Toronto and arriving at Washington & Lasalle via Detroit Bus Station and Jefferson & Harrison. The journey, including transfers, takes approximately 14h 9m.
No, there is no direct train from Toronto station to Chicago Loop station. However, there are services departing from Toronto Union Station and arriving at Chicago Union Station via Buffalo Depew Station. The journey, including transfers, takes approximately 15h 39m.
The distance between Toronto and Chicago Loop is 466 miles. The road distance is 517.2 miles.
The best way to get from Toronto to Chicago Loop without a car is to bus which takes 14h 9m and costs $70 - $160.
It takes approximately 2h 39m to get from Toronto to Chicago Loop, including transfers.
Toronto to Chicago Loop bus services, operated by Flixbus USA, depart from Toronto station.
Toronto to Chicago Loop train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Toronto to Chicago Loop is to fly which takes 2h 39m and costs $180 - $470. Alternatively, you can train via Detroit, which costs $75 - $190 and takes 10h 38m, you could also bus, which costs $70 - $160 and takes 14h 9m.
What companies run services between Toronto, ON, Canada and Chicago Loop, IL, USA?
Air Canada and United Airlines fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) once daily. Alternatively, you can take a train from Toronto Union Station to Chicago Union Station via Windsor and Detroit in around 10h 38m.
- Website
- aircanada.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $35–230
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Monday and Saturday
- Estimated price
- $55–290
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $35–250
- Website
- united.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $35–230
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Monday and Saturday
- Estimated price
- $55–290
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $35–250
- Website
- flyporter.com
Flights from Toronto Island Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $100–400
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $35–250
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $35–250
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $35–100
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $40–100
- Economy Adult - Advanced Booking
- $40–80
- Economy Escape Advanced Booking - Adult
- $35–55
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $24–90
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $26–90
- Economy Adult - Advanced Booking
- $26–70
- Economy Escape Advanced Booking - Adult
- $24–40
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $40–90
- Website
- https://www.amtrak.com/home.html
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $65–210
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 3 times a day
- Estimated price
- $35–75
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $35–80
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $30–65
- Website
- https://www.greyhound.com/
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More Questions & Answers
Toronto to Chicago Loop bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago Loop is 1h behind Toronto. It is currently 7:27 PM in Toronto and 6:27 PM in Chicago Loop.
Toronto to Chicago Loop train services, operated by VIA Rail, arrive at Buffalo station.
Yes, the driving distance between Toronto to Chicago Loop is 517 miles. It takes approximately 8h 38m to drive from Toronto to Chicago Loop.
Book your Toronto to Chicago Loop train tickets online with Omio.
There are 1238+ hotels available in Chicago Loop.