There are 11 ways to get from Oakville to Times Square by train, plane, bus, car, or bus (Greyhound)
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 Laguardia Airport
best- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Laguardia Airport (LGA)plane YTZ - LGA
5h 14m$658–1,409Bus
cheapest- Take the bus from Mississauga to New Yorkbus Adt N801 / ...
13h 8m$71–318Train
- Take the train from Oakville to New York Penn Stationtrain VIA Rail
12h 31m$140–320Drive 432.9 mi
- Drive from Oakville to Times Squarecar 432.9 mi
8h 33m$100–144Train to Toronto Island Airport, fly to Newark Liberty International Airport
- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Newark Liberty International Airport (EWR)plane YTZ - EWR
5h 12m$177–485Train to Toronto Pearson International Airport, fly to Laguardia Airport
- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Pearson International Airport (YYZ) to Laguardia Airport (LGA)plane YYZ - LGA
5h 33m$148–759Train to Toronto Pearson International Airport, fly to Newark Liberty International Airport
- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Pearson International Airport (YYZ) to Newark Liberty International Airport (EWR)plane YYZ - EWR
5h 42m$197–785Train to Toronto Pearson International Airport, fly to John F. Kennedy International Airport
- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Pearson International Airport (YYZ) to John F. Kennedy International Airport (JFK)plane YYZ - JFK
5h 45m$479–1,125Train, bus to Buffalo Niagara International Airport, fly to Laguardia Airport
- Take the train from Oakville to Canadian Bordertrain
- Take the bus from Niagara Falls to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Laguardia Airport (LGA)plane BUF - LGA
7h 35m$121–570Train, bus to Buffalo Niagara International Airport, fly to John F. Kennedy International Airport
- Take the train from Oakville to Canadian Bordertrain
- Take the bus from Niagara Falls to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to John F. Kennedy International Airport (JFK)plane BUF - JFK
7h 35m$102–376Bus via Toronto (Greyhound)
- Take the bus from Toronto to Port Authority Bus Terminalbus Greyhound US0215
13h 25m$95–146
Oakville to Times Square by train
Comparing Your Travel Options
The cheapest way to get from Oakville to Times Square is to bus via Toronto which costs $95 - $150 and takes 13h 25m.
The fastest way to get from Oakville to Times Square is to train and fly which takes 5h 12m and costs $170 - $490.
No, there is no direct bus from Oakville to Times Square. However, there are services departing from Oakville GO Bus and arriving at New York via Erin Mills Station West Platform 4 and Mississauga. The journey, including transfers, takes approximately 13h 8m.
Yes, there is a direct train departing from Oakville and arriving at New York Penn Station station. Services depart once daily, and operate every day. The journey takes approximately 12h 31m.
The distance between Oakville and Times Square is 379 miles. The road distance is 435.4 miles.
The best way to get from Oakville to Times Square without a car is to train which takes 12h 31m and costs $140 - $320.
It takes approximately 5h 14m to get from Oakville to Times Square, including transfers.
Oakville to Times Square bus services, operated by Trailways, depart from Mississauga station.
Oakville to Times Square train services, operated by VIA Rail, depart from Oakville station.
The best way to get from Oakville to Times Square is to train which takes 12h 31m and costs $140 - $320. Alternatively, you can bus, which costs $70 - $320 and takes 13h 8m.
What companies run services between Oakville, ON, Canada and Times Square, NY, USA?
VIA Rail operates a train from Oakville to New York Penn Station once daily. Tickets cost $140–320 and the journey takes 12h 31m. Alternatively, Trailways operates a bus from Mississauga to New York twice daily. Tickets cost $65–310 and the journey takes 11h 25m.
- Website
- aircanada.com
Flights from Toronto Island Airport to Laguardia Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $70–450
Flights from Toronto Island Airport to Laguardia Airport via Montreal
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $90–550
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $65–420
Flights from Toronto Pearson International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $35–250
- Website
- united.com
Flights from Toronto Island Airport to Laguardia Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $70–450
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $65–420
Flights from Toronto Pearson International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $35–250
Flights from Buffalo Niagara International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 34m
- When
- Every day
- Estimated price
- $90–550
- Website
- delta.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $65–420
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $35–230
Flights from Buffalo Niagara International Airport to Laguardia Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $70–480
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $40–270
- Website
- flyporter.com
Flights from Toronto Island Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $150–450
Flights from Toronto Island Airport to Newark Liberty International Airport via Ottawa
- Ave. Duration
- 3h 40m
- When
- Every day
- Estimated price
- $150–450
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $140–480
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–230
- Website
- aa.com
Flights from Toronto Pearson International Airport to Laguardia Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $65–420
Flights from Toronto Pearson International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $35–230
Flights from Buffalo Niagara International Airport to Laguardia Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $70–480
- Website
- jetblue.com
Flights from Buffalo Niagara International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $40–270
- Phone
- +1 888 438 6646
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Oakville to New York Penn Station
- Ave. Duration
- 12h 31m
- Frequency
- Once daily
- Estimated price
- $140–320
- Website
- VIA Rail
- Escape
- $140–310
- Business
- $180–300
- Business Plus
- $190–320
- Economy
- $150–310
- Economy Plus
- $170–320
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Oakville to Canadian Border
- Ave. Duration
- 1h 37m
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Amtrak
Train from Oakville to Canadian Border
- Ave. Duration
- 1h 37m
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Amtrak
- Phone
- +1 800-858-8555
- Website
- Trailways
Bus from Mississauga to New York
- Saver
- $65–290
- Flexible
- $120–310
Bus from Niagara Falls to Buffalo
- Saver
- $14–19
- Flexible
- $18–35
Bus from Niagara Falls to Buffalo
- Saver
- $14–19
- Flexible
- $18–35
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Toronto to Port Authority Bus Terminal
- Ave. Duration
- 11h 40m
- Frequency
- 3 times a day
- Estimated price
- $90–140
- Website
- Greyhound
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Booking & Getting There
Oakville to Times Square bus services, operated by Trailways, arrive at New York station.
Oakville to Times Square train services, operated by VIA Rail, arrive at New York Penn Station.
Yes, the driving distance between Oakville to Times Square is 435 miles. It takes approximately 8h 33m to drive from Oakville to Times Square.
Book your Oakville to Times Square train tickets online with Omio.
There are 3478+ hotels available in Times Square.
















