How much does a cheap train ticket from Oakville to Windsor cost?

The average train ticket price from Oakville to Windsor is $89. The best way to find cheap 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 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 301 km 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 3. Some trains are direct while others include transferring trains. 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.

Train Oakville to Windsor from $56 | Refundable Tickets

Next train departures

Next departures for Oakville to Windsor on November 15
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:48pm	Oakville GO	4h 2m	9:50pm	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Next departures for Oakville to Windsor on November 16
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Next departures for Oakville to Windsor on November 17
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Next departures for Oakville to Windsor on November 18
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Next departures for Oakville to Windsor on November 19
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Next departures for Oakville to Windsor on November 20
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Next departures for Oakville to Windsor on November 21
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Cheapest
Train	8:09pm	Oakville GO	3h 35m	11:44pm	Windsor, ON	Fastest
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags
Train	7:15am	Oakville GO	3h 53m	11:08am	Windsor, ON	No tags

Last refresh of the prices: Today at 4:20 PM EST.

Compare 2 ways to go from Oakville to Windsor

We recommend carpooling

Among the sustainable travel choices, the carpool stands out as a good way to reach Windsor. The journey takes about 4 hours, and with fares starting at just $59, it presents an excellent value for a comfortable ride.

1carpool per day

4hAverage Duration

302 kmDistance

13kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Train	Average Price$66 - $324	Average Duration3h 50m	CO₂ emissions 27kg CO₂e
Carpool	Average Price$59 - $78	Average Duration4h	CO₂ emissions 13kg CO₂e

Train companies

VIA Rail Canada

4/54,655 reviews

Staff4.8

Timeliness3.8

Cleanliness4.8

Wifi3.6

Based on 4655 reviews, the company was rated 4.1 stars on Busbud. Travellers 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 $66

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.

Naseem B.

August 31, 2024

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.

Jaiden R.

August 6, 2023

CA train and bus companies:Amtrak, Trenitalia, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Union Pearson Express

Frequently asked questions about travelling from Oakville to Windsor, ON, CA by train

How much does a cheap train ticket from Oakville to Windsor cost?
The average train ticket price from Oakville to Windsor is $89. The best way to find cheap 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 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 301 km 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 3. Some trains are direct while others include transferring trains. 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

11-12

$69

11-13

$80

Today

$80

11-15

$80

11-16

$80

11-17

$74

11-18

$69

11-19

$69

The cheapest trip from Oakville to Windsor, ON, CA was searched and found on Nov 18, 2025 with a price of $69

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 $69 to $372 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 $69 which is on 2025-11-18.