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Windsor, Ontario to Oakville, Ontario from $29: 6 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Windsor, Canada
to
Oakville, Canada

How to Get from Windsor to Oakville: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$29 by busBest price
302 kmDistance
2h 28m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Windsor to Oakville with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
VIA Rail
Train
Average Duration
3h  43m
Estimated price
$30-95
Recommended
Company
FlixBus
Bus
Average Duration
7h  1m
Estimated price
$25-81
Cheapest
route map
Distance: 302 km
Duration: 2h 28m

See more options

Company
Onex Bus
Bus
Average Duration
6h  23m
Estimated price
$29-45
Company
various
Drive
Average Duration
3h  44m
Estimated price
$45-70
Company
various
Plane
Train
Average Duration
2h  28m
Estimated price
$137-364
Company
various
Plane
Train
Average Duration
2h  45m
Estimated price
$155-712
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Traveling From Windsor to Oakville

The journey from Windsor to Oakville offers a fascinating shift from Windsor's vibrant riverside culture to Oakville's serene lakeshore charm.

Best Neighbourhoods in Oakville

Oakville features charming neighborhoods that appeal to a variety of visitors.

Bronte Village
• Quaint shops and eateries line the waterfront.
• Enjoy picturesque views of Bronte Creek.
Downtown Oakville
• Rich in cultural attractions and events.
• Stroll along scenic streets filled with boutiques.
Glen Abbey
• Home to the famous Glen Abbey Golf Club.
• Family-friendly parks and recreational facilities abound.

Best Times To Visit Oakville's Attractions

Visiting Oakville? Timing your trip can elevate your experience at local attractions.

Bronte Creek Provincial Park
Visit on weekdays during early spring or fall for fewer crowds.
Oakville Museum
Mornings on weekends offer a quieter atmosphere to explore exhibits.
Downtown Oakville
Explore mid-week to enjoy less congestion in shops and restaurants.

Oakville Weather: What to Expect Year-Round

Oakville experiences a humid continental climate, with warm summers and cold winters, making the best times to visit spring and fall for pleasant temperatures. Weather conditions can greatly influence your travel plans, from enjoying outdoor activities to cozying up in local cafes during chillier months.

Dining Recommendation in Oakville

A visit to Oakville wouldn’t be complete without trying the fresh seafood at The Keg, where the elegant waterfront view pairs beautifully with their signature garlic mashed potatoes. This experience stands in stark contrast to Windsor's hearty barbecue scene, offering light, flavorful dishes crafted from local ingredients that provide a refreshing twist to your culinary adventure.

Windsor - Oakville operators

Explore transport companies operating between Windsor and Oakville, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Train Show train routes
Contact phone
+1 888 842-7245
Website
https://www.viarail.ca

Train from Windsor to Oakville

Average Duration
3h 43m
Estimated price
$30-95
Bus
Contact phone
6474775500
Website
https://www.onexbus.com/

Bus from Windsor, ON - 1320 Wyandotte St. W to Kitchener, ON - Ye's Sushi

Average Duration
3h 42m
Estimated price
$17-27

Bus from Sportsworld Dr. @ Hwy. 8 Park & Ride to Erin Mills Transitway Station

Average Duration
1h 5m
Estimated price
$8-11
Contact phone
+1 888-438-6646
Website
https://www.gotransit.com/

Bus from Sportsworld Dr. @ Hwy. 8 Park & Ride to Erin Mills Transitway Station

Average Duration
1h 5m
Estimated price
$8-11

Bus from Toronto Union Station to Oakville GO

Average Duration
44m
Estimated price
$5-8

Bus from Exhibition GO to Oakville GO

Average Duration
36m
Estimated price
$5-8
Contact phone
+1 (855) 626-8585
Website
http://flixbus.com

Bus from Detroit Bus Station to Mississauga

Average Duration
5h 45m
Estimated price
$21-75
Plane
Website
http://www.aircanada.com

Plane from Windsor (YQG) to Toronto (YYZ)

Average Duration
1h 8m
Estimated price
$160-440

Plane from Windsor (YQG) to Billy Bishop Toronto City (YTZ)

Average Duration
59m
Estimated price
$120-380

Windsor to Oakville: Overview of Bus, Train, Flight, and Car Trips

Traveling between Windsor and Oakville offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

Useful tips for train travellers
• On your train trip from Windsor to Oakville, you'll be traveling primarily with VIA Rail Canada. On board, you can expect options such as light snacks and beverages available for purchase, along with a cafe service that typically includes coffee, tea, and light meals. Ensure you check their menu in advance to plan your dining.
• The VIA Rail service on this route includes various seating options. Economy Class features comfortable seating with standard amenities, while Business Class offers more spacious seating, extra legroom, and complimentary meals. If you want a more relaxed experience, consider upgrading to Business Class for added comfort during your trip.
• To get from Windsor to Oakville, your main operator is VIA Rail. You can find more information about the schedules and ticket purchasing on their website: via rail. Another option is GO Transit, which operates regional services, and their website can be found at GO Transit. Additionally, check local transport schedules to plan your arrival in Oakville.

Frequently asked questions

Find out more about the route from Windsor to Oakville.

Or choose the category:
The distance between Windsor and Oakville is approximately 303 km by road. By train, it takes around 3 hours and 43 minutes to travel between the two cities. Another option is to fly to Billy Bishop Toronto City first, which takes about 2 hours and 26 minutes, and then take a train to Oakville. Driving by car would typically take around 3 hours and 44 minutes. Lastly, taking a bus from Windsor to Oakville can take approximately 6 hours and 20 minutes.
The most cost-effective transportation option for traveling from Windsor to Oakville is by bus, with prices ranging from C$39 to C$61. However, the journey takes approximately 6 hours and 20 minutes. If time efficiency is a priority, the quickest way to reach Oakville from Windsor is to fly to Billy Bishop Toronto City and then take a train, which takes 2 hours and 26 minutes. Keep in mind that this option is more expensive, with prices ranging from C$176 to C$501.
The prices for traveling from Windsor to Oakville vary depending on the mode of transportation chosen. For train travel, the prices range from C$41 to C$129. On the other hand, bus fares between Oakville and Windsor range from C$39 to C$58.
To travel from Windsor to Oakville without using public transportation, you can drive the distance which is approximately 330 km. This journey typically takes around 3 hours and 44 minutes by car. The estimated cost for this trip by car ranges from C$61 to C$95, depending on factors such as fuel prices and toll fees.
To travel from Windsor to Oakville without a car, the best option is to take a train. The train journey takes approximately 3 hours and 43 minutes, and ticket prices range from C$41 to C$129.
Yes, there is a direct link between Windsor and Oakville. VIA Rail operates four daily train services that take approximately 3 hours and 43 minutes to travel between the two cities. Alternatively, you can also fly to Billy Bishop Toronto City and then take a train, which will take about 2 hours and 26 minutes. If you prefer to drive, the road distance is 331 km and the journey takes around 3 hours and 44 minutes. However, if you opt for the bus, the journey can be longer, with a travel time of approximately 6 hours and 20 minutes.
The flight duration between Windsor and Oakville is approximately 59 minutes on a direct flight. As for the cost, it can vary depending on the airline and time of booking. On average, a one-way ticket can range from $100 to $300, but it's always recommended to check with different airlines for the most accurate and up-to-date pricing.
There are plenty of accommodation options available near Oakville. With over 228 hotels to choose from, you can find a place that suits your budget and preferences. Prices start at C$58, ensuring a range of affordable options.

Trips from Windsor