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Trains from Oshawa to Windsor

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Oshawa - Windsor Train Schedule

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Trip Summary

There are 8 daily trains from Oshawa to Windsor. Traveling by train from Oshawa to Windsor usually takes around 6 hours and 50 minutes, but the fastest VIA Rail train can make the trip in 5 hours and 19 minutes.

Distance237 mi (381 km)
Fastest train5h 19m
Lowest price$55.98
Most frequent serviceVIA Rail
Train lines1

Train Trip Reviews from Wanderu Customers

Overall score for trains from Oshawa to Windsor

(Based on 1 ratings and reviews)

4.0

4.0

Virginia J.

September 16, 2019- Visiting family

VIA Rail

Pros: I like the smooth ride, and the guys serving drinks. Cons: prices for sandwiches could be less. Tips: train ride is the best.

Pros: I like the smooth ride, and the guys serving drinks. Cons: prices for sandwiches could be less. Tips: train ride is the best.

Which train should you take from Oshawa to Windsor?

VIA Rail is the one and only train line which connects Oshawa to Windsor. However, there are 8 trains per day to choose from.

TrainDaily TripsAvg. TimeAvg. Price
VIA Rail86h 51m$55.98
  • VIA Rail

    VIA Rail

    VIA Rail, also known as Via Rail Canada or simply VIA, provides service across the Canadian provinces and territories, including 8 daily trips between Oshawa 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

Is it safe to travel by train from Oshawa to Windsor 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.

Although masks are no longer required on public transportation, we stand behind CDC guidelines that encourage passengers to wear a mask over their nose and mouth while on the train or in stations.

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.

How long is the train journey from Oshawa to Windsor?

The distance between Oshawa and Windsor is approximately 237 miles, or 381 kilometers. The average train journey between these two cities takes 6 hours and 50 minutes, although the absolute fastest you could get there is 5 hours and 19 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 Oshawa to Windsor 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 Monday 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 Oshawa at 1:00pm while the last train of the day leaves at 6:00pm. 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 Oshawa to Windsor?

There are 8 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.

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

City Information

Oshawa

Oshawa, ON - CAYOO-0

Image credit: Rick Harris

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Oshawa, ON - CAYOO-1

Image credit: Vlad Litvinov

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Oshawa, ON - CAYOO-2

Image credit: Vlad Litvinov

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Oshawa is a vibrant city packed with history and heritage. A diverse pool of sites spotlight regional and national history, including the renowned Canadian Automotive Museum, Robert McLaughlin Gallery, and Parkwood National Historic Site—a lavish estate formerly owned by the founder of GM Canada. Situated along Lake Ontario, Oshawa also abounds with beautiful green spaces that make for peaceful waterside walks and bike rides. Trips to Oshawa Valley Botanical Gardens and the local zoo are great ways to get up close and personal with nature.

The city has a thriving art scene that visitors can experience first-hand by attending a concert at the multi-purpose Tribute Community Centre, listening to the award-winning Ontario Philharmonic orchestra, or catching a live theatre performance at the historic Regent Theatre.

Local train services into Toronto and rail travel throughout Canada are available from the central Oshawa Station. Oshawa does have a small airport, but Toronto Pearson International Airport better serves travelers seeking long-distance transport.

Windsor

Windsor, ON - CAXEC-0Windsor, ON - CAXEC-1Windsor, ON - CAXEC-2

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 Oshawa?

Oshawa VIA Station, Oshawa, ON - CAYOOVIA-0

Image credit: GTD Aquitaine, Public domain

Main departure station: Oshawa VIA Station

First opened in 1856, the Oshawa VIA Rail Station is the center of intermodal transportation in Oshawa, offering passengers both rail and intercity bus services. The station was completely modernized in 2017 and now includes larger restrooms, accessible entrances, and vending machines. Rail service is fulfilled by VIA Rail, with destinations like Toronto, Montreal, and Ottawa. The station's location southwest of downtown Oshawa is close to the Oshawa Centre shopping mall and Lakefront Park West.

All train stations in Oshawa:

  • Oshawa VIA Station

Where is the train station in Windsor?

Windsor VIA Station, Windsor, ON - CAXECVIA-0

Image credit: Adam Moss

Link to image attribution

Main arrival station: Windsor VIA Station

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 VIA Station

Need a return trip from Windsor to Oshawa?

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