There are 10 ways to get from Toronto Union Station to Chicago Loop by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, 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 Pearson International Airport to Chicago O'Hare International Airport
best- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
5h 14m$43–249Train 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$210–447Bus
- 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$87–141Drive 510.5 mi
- Drive from Toronto Union Station to Chicago Loopcar 510.5 mi
8h 36m$98–141Fly Toronto Island Airport to Chicago O'Hare International Airport
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
5h 19m$202–1,316Fly Toronto Pearson International Airport to Chicago Midway International Airport
- Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane YYZ - MDW
7h 12m$61–354Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the bus from Toronto to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
8h 9m$204–371Bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Toronto to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
8h 22m$194–361Bus 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 18mTrain
- 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 51m$321–619
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 $85 - $150 and takes 14h 12m.
The fastest way to get from Toronto Union Station to Chicago Loop is to fly which takes 5h 14m and costs $40 - $250.
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 472 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 $85 - $150.
It takes approximately 5h 14m 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 5h 14m and costs $40 - $250. Alternatively, you can train via Detroit, which costs $210 - $450 and takes 10h 38m, you could also bus, which costs $85 - $150 and takes 14h 12m.
What companies run services between Toronto Union Station, ON, Canada and Chicago Loop, IL, USA?
American Airlines, Air Canada, and United Airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a train from Toronto Union Station to Chicago Union Station via Windsor and Detroit in around 10h 38m.
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $60–310
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $40–260
- Website
- southwest.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h
- When
- Monday, Thursday, and Sunday
- Estimated price
- $75–410
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 40m
- When
- Monday, Wednesday, and Thursday
- Estimated price
- $85–440
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 45m
- When
- Monday to Thursday
- Estimated price
- $55–350
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 35m
- When
- Monday to Thursday
- Estimated price
- $65–380
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $60–370
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $85–450
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $40–260
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $170–800
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $55–350
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $60–370
- 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 18m
- 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
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $150–240
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $290–450
- Website
- Amtrak
- 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
- $45–70
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $16–25
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $16–25
- 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
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $50–80
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–28
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–28
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Dearborn to Chicago Union Station
- Ave. Duration
- 5h 9m
- Frequency
- Once a week
- Website
- Amtrak
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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 2:29 PM in Toronto Union Station and 1:29 PM 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 36m to drive from Toronto Union Station to Chicago Loop.
Book your Toronto Union Station to Chicago Loop train tickets online with Omio.
There are 1315+ hotels available in Chicago Loop.