Train
Driving
Oakville to Windsor
Updated: 30 May 2026
The trip from Oakville to Windsor is a long-distance journey across Southwestern Ontario. You can take the VIA Rail train from Oakville station, or drive via Highway 401. Windsor is a major city located on the border with the United States, known for its automotive industry and waterfront. The transit connection is reliable, making it easy to travel between the two cities for work or leisure.
Total Distance: Driving distance 300 km, Air distance 280 km.
Fastest Way
Driving is usually the fastest way to travel between the two cities.
Cheapest Way
Driving is usually the most cost-effective for groups, while the train is best for solo travelers.
Compare Oakville to Windsor Routes
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Direct
|
Direct
|
|
|---|---|---|
| Duration | 3 hours 30 mins | 3 hours |
| Avg Price | $60 - $120 | $40 - $70 in fuel |
| Operator | VIA Rail | Personal Vehicle |
| Route | Oakville Station to Windsor Station. | Highway 401 West. |
| Tip | The train is a comfortable way to travel between the two cities. | Highway 401 is notoriously busy; check traffic reports. |
Travel Tips
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VIA Rail BookingBook your train tickets in advance for the best prices.
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TrafficCheck traffic reports for Highway 401 before driving.
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ParkingWindsor has several public parking lots downtown.
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CyclingWindsor has an extensive network of bike paths.
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PlanningCheck the VIA Rail website for train schedules.
Safety Tips
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Pedestrian SafetyUse crosswalks in downtown Windsor.
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DrivingBe aware of heavy traffic on the 401.
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Night TravelStay in well-lit areas when walking at night.
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EmergencyKeep your phone charged for navigation.
People Also Ask
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How far is Windsor?It is about 300 km from Oakville.
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Is there a train?Yes, VIA Rail serves Windsor directly from Oakville.
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How much is the fare?It varies, usually between $60 and $120.
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Is it a direct route?Yes, the VIA Rail train is a direct route.
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Are there buses?Yes, Greyhound and other bus lines provide service.
Quick Info
- From Oakville, Ontario, Canada
- To Windsor, Ontario, Canada
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Modes
Best Time to Travel
Year-round, though avoid rush hour if driving.
Things to Do in Windsor
1
Windsor Waterfront
Enjoy a walk along the riverfront with views of Detroit.
2
Jackson Park
Visit this beautiful park known for its gardens.
3
Caesars Windsor
Explore the entertainment and casino complex.
4
Oakville Harbour
Enjoy a relaxing morning in Oakville before your trip.
Tags
Oakville to Windsor
VIA Rail to Windsor
commuting to Windsor
Oakville to Windsor drive
Windsor travel guide
Southwestern Ontario transit
Oakville transport
commuting in Ontario
