Next departures for Oakville to Windsor on November 18
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Train
Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 19
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Train
Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 20
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Train
Oakville GO
Windsor, ON
Cheapest
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Oakville GO
Windsor, ON
Fastest
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 21
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Train
Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
Fastest
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 22
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Train
Oakville GO
Windsor, ON
Cheapest
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Oakville GO
Windsor, ON
Fastest
Train
Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 23
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Train
Oakville GO
Windsor, ON
Cheapest
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Oakville GO
Windsor, ON
Fastest
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 24
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Train
Oakville GO
Windsor, ON
Cheapest
Train
Oakville GO
Windsor, ON
Fastest
Train
Oakville GO
Windsor, ON
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Train
Oakville GO
Windsor, ON
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Train
Oakville GO
Windsor, ON
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Next departures for Oakville to Windsor on November 25
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Train
Oakville GO
Windsor, ON
Cheapest
Train
Oakville GO
Windsor, ON
Fastest
Train
Oakville GO
Windsor, ON
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Train
Oakville GO
Windsor, ON
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Train
Oakville GO
Windsor, ON
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Last refresh of the prices: Today at 2:27 AM EST.
Compare 2 ways to go from Oakville to Windsor
We recommend carpooling
Among the sustainable travel choices, the carpool stands out as the good way to reach Windsor. The journey takes about 4 hours and with fares starting at just $41, it presents an excellent value for a comfortable ride.
Based on 4661 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the staff and the cleanliness but often complained with the wifi. VIA Rail Canada ticket prices on this trip start at $46
VIA Rail Oakville Windsor recent customer reviews
The journey was good except some delayd .
Service was also good.
But I have one concern which I will go on line tp explain my stance.
5 out of 5 stars
Naseem B.
The cart we were in didn’t have ac, it must’ve been 80f, full cart of people. Even the attendants couldn’t stand it and were in other carts. This lasted 2 hours and the train was delayed 45 mins.
Frequently asked questions about traveling from Oakville to Windsor, ON, CA by train
How much does a train ticket from Oakville to Windsor cost?
The average train ticket price from Oakville to Windsor is $64. The best way to find train tickets from Oakville to Windsor is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Oakville to Windsor?
A train trip between Oakville and Windsor is around 3h 50m, although the fastest train will take about 3h 35m. This is the time it takes to travel the 187 miles that separates the two cities.
How many daily trains are there between Oakville and Windsor?
The number of trains from Oakville to Windsor can differ depending on the day of the week. On average, there are 4. Some trains are direct while others have layovers. Simplify your train trip from Oakville to Windsor by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Oakville to Windsor?
When taking the train from Oakville to Windsor, you can travel comfortably and safely with VIA Rail Canada.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/16
$68
11/17
$56
Today
$55
11/19
$55
11/20
$52
11/21
$52
11/22
$48
11/23
$48
The cheapest trip from Oakville to Windsor, ON, CA was searched and found on Nov 22, 2025 with a price of $48
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Oakville to Windsor, ON, CA, as early as possible.
You can expect to pay from $48 to $243 for a train ticket from Oakville to Windsor, ON, CA based on the last 2 days. You can expect to find the cheapest price for the trip at $48 which is on 2025-11-22.
The cheapest trip from Oakville to Windsor, ON, CA was searched and found on Nov 22, 2025 with a price of $48
