There are 7 ways to get from Toronto Union Station to Chicago Loop 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 10m$188–1,333Bus
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 12m$80–128Train 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$125–377Drive 510.5 mi
- Drive from Toronto Union Station to Chicago Loopcar 510.5 mi
8h 37m$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 6m$398–954Bus 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 18m$99–147Train
- 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$161–479
Toronto Union Station to Chicago Loop by train and car
Comparing Your Travel Options
The cheapest way to get from Toronto Union Station to Chicago Loop is to bus which costs $75 - $130 and takes 14h 12m.
The fastest way to get from Toronto Union Station to Chicago Loop is to fly which takes 3h 10m and costs $180 - $1,400.
No, there is no direct bus from Toronto Union Station 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 12m.
No, there is no direct train from Toronto Union Station station to Chicago Loop 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 Union Station and Chicago Loop is 468 miles. The road distance is 513.5 miles.
The best way to get from Toronto Union Station to Chicago Loop without a car is to bus which takes 14h 12m and costs $75 - $130.
It takes approximately 3h 10m to get from Toronto Union Station to Chicago Loop, including transfers.
Toronto Union Station to Chicago Loop bus services, operated by Flixbus USA, depart from Toronto station.
Toronto Union Station to Chicago Loop train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Toronto Union Station to Chicago Loop is to fly which takes 3h 10m and costs $180 - $1,400. Alternatively, you can train via Detroit, which costs $120 - $380 and takes 10h 38m, you could also bus, which costs $75 - $130 and takes 14h 12m.
What companies run services between Toronto Union Station, ON, Canada and Chicago Loop, 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 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
- 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 Washington Dulles
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $60–330
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- 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
- $35–55
- 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
- $35–55
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
Booking & Getting There
Toronto Union Station to Chicago Loop bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago Loop is 1h behind Toronto Union Station. It is currently 6:43 AM in Toronto Union Station and 5:43 AM in Chicago Loop.
Toronto Union Station to Chicago Loop train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Toronto Union Station to Chicago Loop is 514 miles. It takes approximately 8h 37m to drive from Toronto Union Station to Chicago Loop.
Book your Toronto Union Station to Chicago Loop train tickets online with Omio.
There are 1307+ hotels available in Chicago Loop.