- Recommended
Oakville Museum at Erchless Estate
Main Oakville Museum site in a restored 19th-century estate. Exhibits cover local history, heritage buildings, and changing community stories.
Cheapest price on Sep 24
€44
Average ticket price on Sep 24
€83
Fastest journey on Sep 24
3 h 44 m
Average journey duration on Sep 24
3 h 55 m
Trains on Sep 24
4
Distance
300 km
The best way to find a cheap train ticket from Windsor, ON to Oakville, ON is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Windsor, ON to Oakville, ON will cost around €83 if you buy it on the day, but the cheapest tickets can be found for only €44.
On Thu, Sep 24, we found 4 trains from Windsor, ON to Oakville, ON, including 4 direct services.
On Thu, Sep 24 the direct trains cover the 300 km distance in an average of 3 h 55 m but if you time it right, some trains will get you there in just 3 h 44 m .
On Thu, Sep 24 the slowest trains will take 4 h 8 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.








The table below shows live departures for Windsor, ON to Oakville, ON trains for today, Wednesday, September 23. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 9:40 PM Windsor, ON | 3h44 | 1:24 AM Oakville, ON | 0 transfersDirect | |
![]() | 10:40 PM Windsor, ON | 3h44 | 2:24 AM Oakville, ON | 0 transfersDirect | |
| Thursday, September 24 | |||||
![]() | 9:35 AM Windsor, ON | 4h08 | 1:43 PM Oakville, ON | 0 transfersDirect | |
![]() | 1:43 PM Windsor, ON | 4h02 | 5:45 PM Oakville, ON | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Trains from Windsor, ON to Oakville, ON run on average 5 times per day, taking around 6h 12m. Cheap train tickets for this journey start at €42 if you book in advance.
There are 4 trains per day. The earliest train runs at 05:35, the last at 21:30. The fastest train covers the 186 miles (300 km) distance in 3h 41m.
Distance 186 miles (300 km) |
Average train duration 6h 12m |
Cheapest ticket price €42 |
Trains per day 5 |
Direct trains 4 |
Fastest train 3h 41m |
First train 5:35 AM |
Last train 9:30 PM |
Cheapest Month Apr |
Cheapest Day Mon |
High Season Jul - Sep |
Low Season Apr - Jun |
Best time to book 21 days |
Discover the best of Oakville, ON — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Oakville, ON trip today.
Main Oakville Museum site in a restored 19th-century estate. Exhibits cover local history, heritage buildings, and changing community stories.
Public art gallery presenting contemporary Canadian and international exhibitions. A strong stop for modern art in the downtown cultural district.
Historic house museum in Bronte interpreting domestic life and local heritage. Usually paired with a visit to nearby Bronte Harbour.
Downtown heritage district centered on Lakeshore Road East. Best for walking, historic streetscapes, boutiques, and access to the harbour.
Large waterfront park known for landscaped gardens, lake views, and a long shoreline path. Popular for picnics, sunsets, and relaxed walks.
Harbour area with a boardwalk, marina views, and access to trails and parks. A favorite area for a casual waterfront stroll.
Ontario icewine is a sweet dessert wine made from grapes frozen on the vine. It is a regional specialty tied to Southern Ontario's cold winters.
Butter tarts are classic Ontario pastries with a flaky shell and gooey butter, sugar, and egg filling. They are a longtime provincial bake-sale favorite.
Peameal bacon on a bun is a Southern Ontario sandwich of wet-cured pork loin rolled in cornmeal and served hot in a soft bun.
Established Italian restaurant in Bronte known for pasta, seafood, and wood-fired dishes in a lively, polished room.
Upscale downtown Oakville restaurant known for refined Canadian and European dishes in an intimate heritage-house setting.
Long-running local favorite for thin-crust pizza and Italian comfort food in a casual family-friendly setting.
Moderate for Ontario. Hotels and dining cost more than smaller towns, but transit and casual meals are manageable for most visitors.
Tip 15-20% at restaurants. Taxis usually get 10-15%. Cafes may have tip prompts, but small tips are optional.
Find answers to the most common questions about traveling from Windsor, ON to Oakville, ON by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Oakville, ON, this guide helps you travel smarter and with confidence.

Most Windsor, ON to Oakville, ON trains use the Windsor to Oakville station pair. Use this guide to compare Windsor, ON and Oakville, ON train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Windsor is 2 km from Windsor city centre. Public transport options include:
Windsor has practical services for this route, including Dining and Accessibility.
Food and drink options are available at Windsor.
Accessibility facilities are available at Windsor.
Oakville has practical services for this route, including Parking, Dining, ATM, Accessibility, WC, and Car Rental.
Food and drink options are available at Oakville.
ATMs are available at Oakville.
Available at Oakville: Parking, WC.
Available at Oakville: Car Rental.
Accessibility facilities are available at Oakville.
Here are some other resources that might have the information you need