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Compare train tickets from Windsor to Oakville

Windsor-Oakville Train Schedule

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Trip Summary

How much are train tickets from Windsor to Oakville, ON?

Lowest price$37.66
Fastest train3h 42m
Trains per day2
Train lines1

Frequently Asked Questions

Is it safe to travel by train from Windsor to Oakville during the COVID-19 pandemic?

Our train partners have implemented several different policies to keep you safe during the COVID-19 pandemic. From limiting vehicle capacity to enhancing cleaning protocols and upgrading air filters, train carriers are committed to maintaining a safe environment. For details on what each company is doing to ensure their fleet remains safe for travel, click here.

In addition, federal law requires all train passengers to wear a face covering for the entire duration of the trip. Please make sure you are wearing a face mask or you may not be allowed to board the train.

Please visit our COVID-19 Travel Guide for more information on all carrier policies and the latest travel advisories issued by every U.S. state, Canadian province, and European country.

What is the price of a train ticket from Windsor to Oakville?

In the last month, $37.66 was the average price of a train ticket from Windsor, ON to Oakville, ON. This is a good price that is inexpensive compared to most train fares. You can expect to find tickets at that price or lower if you book your trip at least 29 days in advance. Otherwise, expect to pay around $36.08 more than that for a same-day booking.

How long is the train journey from Windsor to Oakville?

The distance between Windsor and Oakville is approximately 187 miles, or 301 kilometers. The average train journey between these two cities takes 3 hours and 47 minutes, although the absolute fastest you could get there is 3 hours and 42 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

When are trains the most crowded?

Trains from Windsor to Oakville are the most crowded on Tuesday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Saturday instead, as it tends to be the least crowded day of the week.

When are the first and last trains of the day?

The earliest train departs Windsor at 9:00am while the last train of the day leaves at 5:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Is there a direct train from Windsor to Oakville?

Trains leave the station in Windsor twice a day, so there are a couple of options depending on your preferred travel time. Luckily, both trains will get you to Oakville with direct service. While there might still be stops along the way, you will not need to get off or switch trains.

You can also take a train for your return trip from Oakville to Windsor.

Which train should you take from Windsor to Oakville?

VIA Rail is the one and only train line which connects Windsor, Ontario to Oakville, Ontario. The schedule is relatively limited as the train only runs twice a day.

TrainDaily TripsAvg. TimeAvg. Price
VIA Rail23h 47m$51.46

VIA Rail train tickets from Windsor to Oakville start from $38, and on average cost $51. Daily there are 2 VIA Rail schedules to Oakville. VIA Rail in Windsor leaves from VIA Station, And in Oakville trains arrive at 200 Cross Ave, From Windsor to Oakville train travel on VIA Rail takes 3 hours and 47 minutes. If you are looking to get to Oakville faster, VIA Rail offers more express schedule options with a travel time of 3 hours and 42 minutes. If you're considering a weeked trip, VIA Rail offers 2 schedules for you to choose from. You can expect to pay $53 for a one-way train ticket to Oakville.

Price trends for trains from Windsor to Oakville

Monthly average prices


Train Trip Reviews from Wanderu Customers

Overall score for trains from Windsor, ON to Oakville, ON

(Based on 1 ratings and reviews)




September 21, 2019 - Visiting family

VIA Rail

Pros: First leg of the journey, had a beautiful new car with shades on the window ,,,, journey home was an older car. Cons: Paid double the fare traveling on Sunday, as opposed to Saturday. Tips: Very relaxing, as opposed to driving on the 401. Pros: First leg of the journey, had a beautiful new car with shades on the window ,,,, journey home was an older car. Cons: Paid double the fare traveling on Sunday, as opposed to Saturday. Tips: Very relaxing, as opposed to driving on the 401.

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