Cheap train tickets from Oakville to Windsor
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Trip Summary
You can pick from 4 daily train trips between Oakville and Windsor. The average train journey from Oakville to Windsor takes 3 hours and 50 minutes, but some VIA Rail train trips are as short as 3 hours and 35 minutes.
| Distance | 187 mi (301 km) |
| Fastest train | 3h 35m |
| Lowest price | $36.68 |
| Trains per day | 4 |
| Most frequent service | VIA Rail |
| Train lines | 1 |
Train Trip Reviews from Wanderu Customers
Average score for trains from Oakville to Windsor
(Based on 6 ratings and reviews)
What is the price of a train ticket from Oakville to Windsor?
In the last month, the average price of a train ticket from Oakville to Windsor was $36.87. Compared to most train fares, this is an excellent price. Good news! You can find the cheapest tickets if you book your trip at least 16 days prior to the travel date. You’ll likely pay around $35.41 more if you wait to book until the last minute.
Average train ticket prices from Oakville to Windsor by month
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Oakville to Windsor. By reserving your ticket on Wanderu at least 16 days before departure, you can save around $35.41. Don't miss out on these savings — book in advance!
Which train should you take from Oakville to Windsor?
VIA Rail is the one and only train line which connects Oakville to Windsor. However, there are 4 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| VIA Rail | 4 | 3h 51m | $55.84 |
VIA Rail, also known as Via Rail Canada or simply VIA, provides service across the Canadian provinces and territories, including 4 daily trips between Oakville and Windsor. In addition to being completely green-certified, VIA Rail’s new, state-of-the-art trains feature amenities such as free reliable Wi-Fi, wide aisles, ergonomic seats, and wheelchair lifts in every accessible car. VIA Rail is known for its unparalleled customer service and snazzy black and yellow paint scheme.
Frequently asked questions about traveling by train from Oakville to Windsor
The distance between Oakville and Windsor is approximately 187 miles, or 301 kilometers. The average train journey between these two cities takes 3 hours and 50 minutes, although the absolute fastest you could get there is 3 hours and 35 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.
Monday tends to be the busiest day of the week with travelers taking trains from Oakville to Windsor. Ticket price also tend to be more expensive on Monday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Friday instead, as less people travel then and deals are more likely to be found.
The earliest train departs Oakville at 7:00am while the last train of the day leaves at 8:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 4 daily scheduled trains, all of which are direct trains that take you the entire way from Oakville to Windsor.
You can also take a train for your return trip from Windsor to Oakville.
City Information
Windsor
Windsor is a vibrant urban community brimming with first-rate entertainment, luscious green space, and cultural delights—a city where there truly is something for everyone. Visitors can step back in time and experience Windsor's rich history through the ages at the Chimczuk Museum, Willistead Manor, and Mackenzie Hall. With 215 parks, the city is also a haven for outdoor recreation; but nowhere is better than the iconic Windsor waterfront, where strollers are spoiled for choice by a number of world-class gardens, the Ojibway Nature Centre, and the Windsor Sculpture Centre.
Known as a melting pot, Windsor is home to an eclectic blend of artistic styles and culinary surprises. For those who want a real taste of the city, catch a theatre performance at one of the many elite venues dotted around Windsor before hitting downtown to satisfy your appetite with a selection of delicious international foods.
Located across the river from Detroit, Windsor forms one half of the International Gateway between Canada and the U.S.—the second busiest border crossing in North America. The city also acts as a major jump-off point for national travel deeper into Canada via Toronto and beyond.
Station Information
Where is the train station in Oakville?
Main departure station: 200 Cross Ave
There is one train station in Oakville.
All train stations in Oakville:
200 Cross Ave
Where is the train station in Windsor?
Image credit: Adam Moss
Link to image attributionMain arrival station: Windsor
Windsor's VIA Rail Station is located on Walker Road, and it is the center of intercity rail services in Windsor. The station opened in 1961, and it received substantial renovations in 2012. The current station features three tracks. Eight daily VIA Rail trains serve the Windsor-Toronto line that originates in Windsor. The station is the seventh busiest rail station in the country, so rush hour can mean a lot of foot traffic through the station. The station's amenities include a lounge, public restrooms, parking spots, and easy access points for people with disabilities.
All train stations in Windsor:
Windsor
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