There are 10 ways to get from Toronto (Station) to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, shuttle, train, or bus (Flixbus, Amtrak)
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
4h 55m$172–1,405Bus
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
13h 55m$74–135Train via Detroit
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
10h 43m$136–381Drive 512.7 mi
- Drive from Toronto (Station) to Chicagocar 512.7 mi
8h 34m$118–170Fly 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 13m$373–1,031Shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
6h 19m$254–428Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
6h 36m$264–418Train to Rochester, fly to Chicago Midway International Airport
- Take the train from Toronto Union Station to Rochestertrain
- Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane ROC - MDW
8h 38m$144–651Bus via Dearborn
- Take the bus from Toronto to Detroit Bus Stationbus FlixBus 2701 / ...
- Take the bus from Dearborn to Chicago Union Stationbus Amtrak Thruway Connecting Service
14h 13m$116–177Train
- 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 43m$171–481
Toronto (Station) to Chicago by foot, train, and car
Questions & Answers
The cheapest way to get from Toronto (Station) to Chicago is to bus which costs $70 - $140 and takes 13h 55m.
The fastest way to get from Toronto (Station) to Chicago is to fly which takes 4h 55m and costs $170 - $1,400.
No, there is no direct bus from Toronto (Station) to Chicago station. However, there are services departing from Toronto and arriving at Chicago Bus Station via Detroit Bus Station. The journey, including transfers, takes approximately 13h 55m.
No, there is no direct train from Toronto (Station) station to Chicago station. However, there are services departing from Toronto Union Station and arriving at Chicago Union Station via Detroit. The journey, including transfers, takes approximately 10h 43m.
The distance between Toronto (Station) and Chicago is 469 miles. The road distance is 515.7 miles.
The best way to get from Toronto (Station) to Chicago without a car is to bus which takes 13h 55m and costs $70 - $140.
It takes approximately 4h 55m to get from Toronto (Station) to Chicago, including transfers.
Toronto (Station) to Chicago bus services, operated by Flixbus USA, depart from Toronto station.
Toronto (Station) to Chicago train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Toronto (Station) to Chicago is to fly which takes 4h 55m and costs $170 - $1,400. Alternatively, you can train via Detroit, which costs $130 - $390 and takes 10h 43m, you could also bus, which costs $70 - $140 and takes 13h 55m.
What companies run services between Toronto (Station), ON, Canada and Chicago, IL, USA?
Porter Airlines, Air Canada, and United Airlines fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) every 4 hours. Alternatively, you can take a vehicle from Toronto (Station) to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 10h 43m.
- Website
- united.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $45–280
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $70–360
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $55–320
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $80–400
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $60–210
- Website
- VIA Rail
- Escape
- $60–150
- Business
- $95–200
- Business Plus
- $100–210
- Economy
- $65–160
- Economy Plus
- $70–160
Train from Toronto Union Station to Rochester
- Ave. Duration
- 5h 1m
- Frequency
- Once daily
- Estimated price
- $45–200
- Website
- VIA Rail
- Escape
- $45–120
- Business
- $80–190
- Business Plus
- $90–200
- Economy
- $50–130
- Economy Plus
- $55–140
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–180
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–170
- Business Plus
- $75–180
- Economy
- $35–100
- Economy Plus
- $35–110
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 4 times a day
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 4 times a day
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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More Questions & Answers
Toronto (Station) to Chicago bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago is 1h behind Toronto (Station). It is currently 1:55 PM in Toronto (Station) and 12:55 PM in Chicago.
Toronto (Station) to Chicago train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Toronto (Station) to Chicago is 516 miles. It takes approximately 8h 34m to drive from Toronto (Station) to Chicago.
Book your Toronto (Station) to Chicago train tickets online with Omio.
Book your Toronto (Station) to Chicago bus tickets online with Omio and FlixBus.
There are 1297+ hotels available in Chicago.