There are 7 ways to get from Toronto to Chicago Union Station by plane, train (Amtrak), bus (Flixbus, Greyhound), car, 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 from Toronto Island Airport
best- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
3h 6m$202–1,403Bus
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 4m$77–130Train 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$135–407Drive 510.8 mi
- Drive from Toronto to Chicago Union Stationcar 510.8 mi
8h 38m$117–169Fly from Toronto Pearson International Airport
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
5h 24m$398–982Bus 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$104–147Train
- 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$171–538
Toronto to Chicago Union Station by train and car
Comparing Your Travel Options
The cheapest way to get from Toronto to Chicago Union Station is to bus which costs $75 - $130 and takes 14h 4m.
The fastest way to get from Toronto to Chicago Union Station is to fly which takes 3h 6m and costs $200 - $1,400.
No, there is no direct bus from Toronto to Chicago Union Station station. However, there are services departing from Toronto and arriving at Chicago Bus Station via Detroit Bus Station. The journey, including transfers, takes approximately 14h 4m.
No, there is no direct train from Toronto station to Chicago Union Station 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 38m.
The distance between Toronto and Chicago Union Station is 467 miles. The road distance is 513.8 miles.
The best way to get from Toronto to Chicago Union Station without a car is to bus which takes 14h 4m and costs $75 - $130.
It takes approximately 3h 6m to get from Toronto to Chicago Union Station, including transfers.
Toronto to Chicago Union Station bus services, operated by Flixbus USA, depart from Toronto station.
Toronto to Chicago Union Station train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Toronto to Chicago Union Station is to fly which takes 3h 6m and costs $200 - $1,400. Alternatively, you can train via Detroit, which costs $130 - $410 and takes 10h 38m, you could also bus, which costs $75 - $130 and takes 14h 4m.
What companies run services between Toronto, ON, Canada and Chicago Union Station, IL, USA?
Porter Airlines, Air Canada, and two other airlines fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) 5 times a day. 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
- 2h 10m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $60–320
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $65–340
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $35–240
- 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
- $55–210
- Website
- VIA Rail
- Escape
- $55–150
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $65–150
- Economy Plus
- $70–160
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–170
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–170
- Economy
- $30–95
- 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
- $35–60
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 20m
- 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
- $35–60
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Toronto to Chicago Union Station bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago Union Station is 1h behind Toronto. It is currently 12:42 AM in Toronto and 11:42 PM in Chicago Union Station.
Toronto to Chicago Union Station train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Toronto to Chicago Union Station is 514 miles. It takes approximately 8h 38m to drive from Toronto to Chicago Union Station.
Book your Toronto to Chicago Union Station train tickets online with Omio.
Book your Toronto to Chicago Union Station bus tickets online with Omio and FlixBus.
There are 1306+ hotels available in Chicago Union Station.