There are 9 ways to get from Vaughan to Chicago by train, 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.
Train to Toronto Island Airport, fly to Chicago O'Hare International Airport
best- Take the train from Rutherford GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
5h 29m$187–1,412Bus
cheapest- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus FlixBus N2706 / ...
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
15h 24m$82–133Train via Detroit
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
12h 7m$126–390Drive 510.7 mi
- Drive from Vaughan to Chicagocar 510.7 mi
8h 35m$117–169Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport
- Take the train from Rutherford GO to Union Station GOtrain
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
5h 48m$397–962Bus 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
9h 20m$187–376Bus 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
9h 39m$197–366Bus via Kitchener
- Take the bus from Hwy 407 Bus Terminal to Kitchener GO Busbus 30
- Take the bus from Kitchener to Detroit Bus Stationbus
- Take the bus from Dearborn to Chicago Union Stationbus
16h 5m$105–154Train
- 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
17h 8m$165–487
Vaughan to Chicago by train and car
Comparing Your Travel Options
The cheapest way to get from Vaughan to Chicago is to bus which costs $80 - $140 and takes 15h 24m.
The fastest way to get from Vaughan to Chicago is to train and fly which takes 5h 29m and costs $180 - $1,500.
No, there is no direct bus from Vaughan to Chicago station. However, there are services departing from Vaughan Mills Terminal Platform 2 and arriving at Chicago Bus Station via Hwy 407 Bus Terminal, Toronto Pearson Airport and Detroit Bus Station. The journey, including transfers, takes approximately 15h 24m.
No, there is no direct train from Vaughan to Chicago station. However, there are services departing from Rutherford GO and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 12h 7m.
The distance between Vaughan and Chicago is 486 miles. The road distance is 513.6 miles.
The best way to get from Vaughan to Chicago without a car is to bus which takes 15h 24m and costs $80 - $140.
It takes approximately 5h 29m to get from Vaughan to Chicago, including transfers.
Vaughan to Chicago bus services, operated by Flixbus USA, depart from Toronto Pearson Airport station.
Vaughan to Chicago train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Vaughan to Chicago is to train via Detroit which takes 12h 7m and costs $120 - $390. Alternatively, you can bus, which costs $80 - $140 and takes 15h 24m.
What companies run services between Vaughan, ON, Canada and Chicago, IL, USA?
You can take a train from Rutherford GO to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 12h 7m. Alternatively, you can take a bus from Vaughan Mills Terminal Platform 2 to Chicago Bus Station via Highway 407 Terminal Platform 3, Hwy 407 Bus Terminal, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 15h 24m.
- 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
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $45–290
- Phone
- +1 888-438-6646
- Website
- GO Transit
Train from Rutherford GO to Union Station GO
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- GO Transit
- Website
- GO Transit Schedules
- Passenger
- $5–7
Train from Rutherford GO to Union Station GO
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $5–7
- Website
- GO Transit
- Website
- GO Transit Schedules
- Passenger
- $5–7
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto Pearson Airport to Detroit Bus Station
- Ave. Duration
- 6h 25m
- Frequency
- Twice daily
- 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 Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $15–24
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $15–24
- Schedules at
- Flixbus USA
Bus from Kitchener to Detroit Bus Station
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a week
- Estimated price
- $29–45
- 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.
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Booking & Getting There
Vaughan to Chicago bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago is 1h behind Vaughan. It is currently 4:11 PM in Vaughan and 3:11 PM in Chicago.
Vaughan to Chicago train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Vaughan to Chicago is 514 miles. It takes approximately 8h 35m to drive from Vaughan to Chicago.
There are 1301+ hotels available in Chicago.



