Trains tickets from Oakville to Windsor, ON, CA

Discover your next train travel journey from Oakville to Windsor, ON, CA and book online with ease

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Today21 Jun
from US$60
Tomorrow22 Jun
from US$52
Mon23 Jun
from US$52
Tue24 Jun
from US$49
Wed25 Jun
from US$50
Thu26 Jun
from US$50
Fri27 Jun
from US$49
Sat28 Jun

Next departures to Windsor

One passenger / one way

  • This trip is recommended because it is the: Cheapest
    Departure time: 22 June at
    Departure city: Oakville
    Departure location: Oakville GO
    Arrival time: 22 June at
    Destination city: Windsor
    Destination location: Windsor, ON
    Operated by: VIA RailVIA Rail
    Vehicle: BusDuration:
  • This trip is recommended because it is the: Fastest
    Departure time: 22 June at
    Departure city: Oakville
    Departure location: Oakville GO
    Arrival time: 22 June at
    Destination city: Windsor
    Destination location: Windsor, ON
    Operated by: VIA RailVIA Rail
    Vehicle: BusDuration:
  • Departure time: 22 June at
    Departure city: Oakville
    Departure location: Oakville GO
    Arrival time: 22 June at
    Destination city: Windsor
    Destination location: Windsor, ON
    Operated by: VIA RailVIA Rail
    Vehicle: BusDuration:
  • Departure time: 22 June at
    Departure city: Oakville
    Departure location: Oakville GO
    Arrival time: 22 June at
    Destination city: Windsor
    Destination location: 300 Chatham St W
    Operated by: VIA Rail + New York Trailways
    VIA Rail + New York Trailways
    Vehicle: BusDuration:
  • Departure time: 22 June at
    Departure city: Oakville
    Departure location: Oakville GO
    Arrival time: 22 June at
    Destination city: Windsor
    Destination location: Windsor, ON
    Operated by: VIA RailVIA Rail
    Vehicle: BusDuration:

Accepted payments

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Compare 2 ways to travel from Oakville to Windsor

Average priceUS$47 - US$164Average duration3h 53m
27kg CO₂e1 out of 5 stars
Fastest
Carpool
Average priceUS$25 - US$49Average duration4h
13kg CO₂e4 out of 5 stars
CheapestMost eco-friendly
busbud logoBusbud recommends carpooling from Oakville to Windsor

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 US$25, it presents an excellent value for a comfortable ride.

2carpool per day
4hAverage duration
US$25Cheapest ticket
13kgCO₂ emissions

Train Oakville to Windsor: Trip Overview

Please note, this information is subject to change.

Average ticket priceUS$63
Average train trip duration3h 53m
Number of daily trains4.37878787878788
Earliest train departure04:55
Distance186 miles
Latest train departure20:09

Oakville to Windsor Train

Busbud helps you find a train from Oakville to Windsor. Get the best fare and schedule, book a round trip ticket or find trains with WiFi and electrical outlets.

We make it our job to connect you with the most dependable companies that offer train services from Oakville to Windsor.

Whether it is train tickets or first class train tickets going to Windsor from Oakville, we help you find what you're looking for based on how much of a budget you have.

Frequently asked questions on the trip Oakville - Windsor, ON, CA

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

    The average train ticket price from Oakville to Windsor is US$63. 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!

  2. How long is the train trip from Oakville to Windsor?

    A train trip between Oakville and Windsor is around 3h 53m, although the fastest train will take about 3h 35m. This is the time it takes to travel the 187 miles that separates the two cities.

  3. How many daily train 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 4.37878787878788. 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.

  4. 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
19/06
US$61
20/06
US$50
Today
US$57
22/06
US$50
23/06
US$50
24/06
US$46
25/06
US$46
26/06
US$46
busbud logoThe cheapest trip from Oakville to Windsor was searched and found on 24 Jun 2025 with a price of US$46

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 as early as possible.

You can expect to pay from US$46 to US$205 for a train ticket from Oakville to Windsor based on the last 2 days. You can expect to find the cheapest price for the trip at US$46, which is on 2025-06-24.

About Train Travel

Train Travel Tips

There are many train stations in the world, explore station pages on Busbud to get all information you need.

Whether you take a regional or high-speed train to Windsor, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.

By choosing the train between Oakville and Windsor, you emit up to 30 times less CO2 than for the same journey made by plane or car!

Make a music playlist for your train ride from Oakville to Windsor and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date

New York holds the record for the most platforms and track numbers in a single station. Grand Central Station in Manhattan is one of the largest rail terminals in the world with more than 44 platforms and 67 tracks to accommodate passengers.

The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers travelled aboard the Shinkansen at a speed of 210 km / h.

Will you be returning to Oakville by train?

Train from Windsor to Oakville

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud helps you easily search, compare and book intercity bus tickets on a worlwide scale with our comprehensive list of bus routes and schedules. With several language and currency options available, Busbud seeks to cater to international bus travellers no matter where they are in the world. Busbud partners with safe and reliable bus companies throughout the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others so you can buy tickets without a worry.

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