Is there a direct train to Windsor?

Yes, VIA Rail operates direct trains from Oshawa to Windsor.

How long is the drive?

Typically 4 hours, but traffic can increase this significantly.

Is Windsor, Ontario, far from Detroit?

It is just across the river from Detroit, Michigan.

What is the best way to get to Windsor?

VIA Rail is the most comfortable, while driving is the most flexible.

Are there buses to Windsor?

Yes, FlixBus and Megabus offer service to Windsor from the GTA.

Ajax

Windsor

Train Driving

Ajax to Windsor

Updated: 29 May 2026

Windsor is located at the far southwestern tip of Ontario, approximately 370 kilometers from Ajax. The most convenient way to travel is via VIA Rail from the Oshawa station, which provides a direct route to Windsor. Driving via Highway 401 West is also possible, though it is a long journey that requires crossing the entire length of Southwestern Ontario. Windsor is known as the Rose City and is a major gateway to the United States.

Total Distance: 370 km driving distance; 330 km straight-line air distance.

Fastest Way

Driving during off-peak hours.

Cheapest Way

VIA Rail Escape fare booked in advance.

Compare Ajax to Windsor Routes

	Train Direct	Driving Direct
Duration	5 hours	4 hours
Avg Price	$80 - $180	$70 - $90 in fuel
Operator	VIA Rail	Personal Vehicle
Route	Oshawa Station to Windsor Station.	Highway 401 West.
Tip	The train is much more comfortable for this long-distance trip.	Ensure you have a full tank of gas; the 401 has many service centres.

Travel Tips

Station Access
Use the Oshawa VIA station for your departure.
Traffic Warning
The 401 near Windsor can be busy; check traffic reports before leaving.
Parking
Windsor has several downtown parking options; check the city website for rates.
Connectivity
VIA Rail offers reliable Wi-Fi, making it a good choice for long trips.
Booking
Book your train tickets at least two weeks early to save money.

Safety Tips

Highway Safety
The 401 is a major trucking route; maintain a safe distance from large vehicles.
Winter Driving
Windsor can experience significant snow; check weather reports before driving.
Emergency Services
Windsor Regional Hospital is a major medical facility.
Vehicle Security
Always lock your doors and keep valuables out of sight in parking lots.