Deutschland
España
France
Italia
México
Nederland
United Kingdom
Cheap train tickets from Windsor to Oakville
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 4 daily train trips available from Windsor to Oakville. Traveling by train from Windsor to Oakville usually takes 3 hours and 53 minutes, but the fastest VIA Rail train can make the trip in 3 hours and 41 minutes.
| Distance | 187 mi (301 km) |
| Fastest train | 3h 41m |
| Lowest price | $37.99 |
| Trains per day | 4 |
| Most frequent service | VIA Rail |
| Train lines | 1 |
Millions of travelers trust Wanderu every year to get:
Lowest Prices
We find the cheapest bus & train tickets, so you can wander for less.
Best Travel Options
We partner with 500+ carriers to bring you the most bus & train options.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
See what travelers are saying about Wanderu:
Download our free app!
Find, compare & book buses and trains on the go with the Wanderu app.
4.8 Rating
5k Reviews
4.5 Rating
4.8k Reviews
Windsor to Oakville Train Schedule
Train Trip Reviews from Wanderu Customers
Average score for trains from Windsor to Oakville (Based on 10 ratings and reviews)
5.0
4.0
5.0
5.0
5.0
There are several train options that can take you from Windsor to Oakville:
See more detailsWhat is the price of a train ticket from Windsor to Oakville?
In the last month, the average price of a train ticket from Windsor to Oakville was $38.04. 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 23 days prior to the travel date. You’ll likely pay around $37.05 more if you wait to book until the last minute.
Average train ticket prices from Windsor to Oakville by travel date
Over the next 30 days, a one-way train trip from Windsor to Oakville will cost between $38 and $53. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Windsor to Oakville by month
Ticket prices for the train from Windsor to Oakville often fluctuate based on the time of year. For the best prices on this route, book in September when the average ticket price is only $47. If you're thinking of traveling from Windsor to Oakville during December, keep in mind that train ticket prices may be higher than usual, with an average price of $69 during this time of year. The best way to score a cheap deal, even in December, is to book your trip well in advance.
Prices as travel date approaches
By booking your train trip from Windsor to Oakville on Wanderu at least 23 days ahead of time, you can save about $37.05 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from Windsor to Oakville?
VIA Rail is the one and only train line which connects Windsor to Oakville. However, there are 4 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| VIA Rail | 4 | 3h 53m | $54.39 |
VIA Rail, also known as Via Rail Canada or simply VIA, provides service across the Canadian provinces and territories, including 4 daily trips between Windsor and Oakville. 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 Windsor to Oakville
There are 4 daily scheduled trains, all of which are direct trains that take you the entire way from Windsor to Oakville. You can also take a train for your return trip from Oakville to Windsor.
Trains per day
4
Direct trains
4
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 53 minutes, although the absolute fastest you could get there is 3 hours and 41 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.
Distance (mi)
187
Distance (km)
301
The earliest train departs Windsor at 5:35am while the last train of the day leaves at 5:40pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
First train
5:35am
Last train
5:40pm
Trains from Windsor to Oakville are the most crowded on Monday. 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 Wednesday instead, as it tends to be the least crowded day of the week.
Busiest
Monday
Least crowded
Wednesday
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 Windsor?
Main departure station: 53406 Matilda St
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:
- 53406 Matilda St
Where is the train station in Oakville?
Main arrival station: 200 Cross Ave
Oakville has one train station.
All train stations in Oakville:
- 200 Cross Ave
Need a return trip from Oakville to Windsor?
Search Train TicketsPlan your next adventure
More trains from Windsor
Continue by train from Oakville
Check out these popular routes
Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.