- Must visit
Art Windsor-Essex
Windsor’s main art museum presents Canadian and international works, with a strong focus on contemporary and regional art.
Cheapest price on Sep 19
$71
Average ticket price on Sep 19
$78
Fastest journey on Sep 19
3 h 35 m
Average journey duration on Sep 19
3 h 35 m
Trains on Sep 19
2
Distance
300 km
The best way to find a cheap train ticket from Oakville, ON to Windsor, ON is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Oakville, ON to Windsor, ON will cost around $78 if you buy it on the day, but the cheapest tickets can be found for only $71.
On Sat, Sep 19, we found 2 trains from Oakville, ON to Windsor, ON, including 2 direct services.
On Sat, Sep 19 the direct trains cover the 300 km distance in an average of 3 h 35 m but if you time it right, some trains will get you there in just 3 h 35 m .
On Sat, Sep 19 the slowest trains will take 3 h 35 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.




Omio recommends booking the train as it is the most popular option from Oakville, ON to Windsor, ON among Omio's users. If you are prioritising price, take the train, with an average ticket price of $75 For those with little time, consider booking a train, which has an average total journey time of 4h 20m. If you are seeking to minimise your carbon footprint, the train is your best option, with estimated CO2 emissions of 0.1 - 0.3kg. Average ticket prices depend on the travel mode: a train costs an average of $75, while a train costs an average of $75.
Distance: 186 miles (300 km)
Most popular Train | Bus | Driving |
|---|---|---|
$75 Average price Cheapest | $53 Average price (fuel + tolls) | |
4h 20m Average total duration Fastest 3h 50m Onboard + 30m Additional time* | 3h 16m Average total duration (door-to-door) | |
0.1 - 0.3kg CO2 emissions Lowest | 0.3 - 0.8kg CO2 emissions | - CO2 emissions |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Oakville, ON to Windsor, ON:
A train is $203 (€166) less than a flight for this route with tickets for a flight from Oakville, ON to Windsor, ON costing on average $278 (€228).
Other travel options to Windsor, ON take longer:
Train takes on average 3h 50m.
Tickets start at around $75 (€61) compared to roughly $53 (€43) in fuel and tolls — a saving of about $-21.91 (€-17.93). The journey takes 3h 50m versus 3h 16m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Oakville, ON to Windsor, ON trains for tomorrow, Friday, September 18. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:09 AM Oakville, ON | 3h35 | 3:44 AM Windsor, ON | 0 transfersDirect | |
![]() | 1:09 AM Oakville, ON | 3h35 | 4:44 AM Windsor, ON | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare bus and train 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 Oakville, ON to Windsor, ON run on average 4 times per day, taking around 3h 50m. Cheap train tickets for this journey start at $48 (€39) 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 35m.
Distance 186 miles (300 km) |
Average train duration 3h 50m |
Cheapest ticket price $48 (€39) |
Trains per day 4 |
Direct trains 4 |
Fastest train 3h 35m |
First train 5:35 AM |
Last train 9:30 PM |
Cheapest Month Jul |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Jul - Sep |
Best time to book 35 days |
Discover the best of Windsor, ON — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Windsor, ON trip today.
Windsor’s main art museum presents Canadian and international works, with a strong focus on contemporary and regional art.
Local history museum inside the François Baby House, covering Windsor’s Indigenous, French, and borderland stories.
Hands-on science centre for families with interactive exhibits that make learning playful and accessible for children.
Signature riverfront promenade with skyline views, gardens, public art, and one of Windsor’s best urban walks.
Lively downtown park and festival space hosting events, concerts, and seasonal gatherings beside the riverfront.
Expansive waterfront park with lawns, paths, and broad Detroit River views, popular for relaxing and sunset walks.
Windsor-style pizza is the city’s signature pie, known for shredded pepperoni, canned mushrooms, Galati cheese, and often a sweeter sauce cut into squares.
A peameal bacon sandwich reflects Southwestern Ontario roots: cured cornmeal-coated pork on a bun, popular as a hearty local breakfast or lunch.
Poutine is widely loved in Windsor, especially after nights out, with fries, cheese curds, and gravy served across diners, pubs, and takeaway spots.
Well-known Lebanese restaurant serving shawarma, grilled meats, salads, and fresh pita in a relaxed, family-friendly setting.
Iconic casual spot famous for classic Windsor-style pizza. Long-standing local favourite for takeout and informal dine-in.
Refined steakhouse by Caesars Windsor known for premium steaks, seafood, and polished service in an upscale dining room.
Moderate for Canada. Hotels and dining are usually a bit cheaper than Toronto; transit is limited, so visitors may spend more on taxis or driving.
Tip 15-20% at restaurants before or after tax, depending on the bill. Taxis usually get 10-15%. Cafes often have tip jars or card prompts, but small tips are optional.
Find answers to the most common questions about traveling from Oakville, ON to Windsor, 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 Windsor, ON, this guide helps you travel smarter and with confidence.

Most Oakville, ON to Windsor, ON trains use the Oakville to Windsor station pair. Use this guide to compare Oakville, ON and Windsor, ON train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
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.
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.
Here are some other resources that might have the information you need