Cheap Oakville to Windsor train tickets


Key Stats

How much are Oakville to Windsor train tickets?

Lowest Price$29.16
Fastest3h 35m
Daily Schedules3
train carriers1
Lowest prices
We partner with 100s of bus, train & ferry operators to find you the best fares.
No wanderu fees
We simply offer you the lowest prices directly from the carrier.
Best travel options
We offer the safest & most reliable options on millions of routes.

How to find cheap train tickets from Oakville to Windsor ?

The most surefire way to find the lowest-priced train tickets from Oakville to Windsor is to plan ahead and book your train travel earlier. In the past 30 days, the cheapest average price users have found for trains from Oakville to Windsor was $32.44. If your travel date is still a number of days out, by booking your trip 21 days before you plan to travel, you could save an average of $31.92 compared to a typical last-minute fare. Trying to save on a last-minute fare and have a bit of flexibility on what day to travel? Take a look at midweek schedules, as these tend to be less busy and are often cheaper than buying tickets to travel on Friday, or a weekend departure.

How long is the train journey from Oakville to Windsor ? How far is Oakville to Windsor ?

The distance between Oakville to Windsor is 187.38 miles or 301.48 km. A train trip from Oakville to Windsor typically takes 3 hours and 49 minutes. If you are looking to get to Windsor faster, the fastest advertised duration is offered by VIA Rail. The fastest train trip covers the distance in 3 hours and 35 minutes to get from Oakville to Windsor.

A train getaway to Windsor clocks in at less than 4 hours, station to station. If you plan ahead and get an early start, a day trip could be possible depending on the schedules for that day, but you will be limited on the time you can spend in Windsor before you have to hop on the train back to Oakville. Ideally, you should plan for at least a two-day trip to Windsor. It would be perfect for a weekend getaway.

On Tuesday trains from Oakville to Windsor are the busiest. If you are looking for a great deal on your train tickets or to have extra room to stretch out, you might consider traveling on Saturday instead, as that tends to be the least traveled day of the week.

VIA Rail has the most connections between Oakville to Windsor

Typically there are 3 schedules to compare for your trip to Windsor. One train carrier operates regular service on the Oakville to Windsor route. VIA Rail offers the most scheduled departures between Oakville to Windsor, usually offering 3 trips per day. 3 train trips per day are direct connections to Windsor, if you're looking to get there faster, direct schedules will typically be more time efficient.

One train carrier connects Oakville to Windsor

VIA Rail

VIA Rail train tickets from Oakville to Windsor start from $29.16, and on average cost $45.44. Daily there are 3 VIA Rail schedules to Windsor. VIA Rail in Oakville leaves from 200 Cross Ave, And in Windsor trains arrive at VIA Station,

From Oakville to Windsor train travel on VIA Rail takes 3 hours and 50 minutes. If you are looking to get to Windsor faster, VIA Rail offers more express schedule options with a travel time of 3 hours and 35 minutes.

If you're considering a weeked trip, VIA Rail offers 3 schedules for you to choose from. You can expect to pay $47.55 for a one-way train ticket to Windsor.

Loyalty rewards
Extra legroom
Power outlet
Green certified
Air conditioning
Avg. Time
3h 50m
Avg. Price

Plan your next adventure:

There is one train station from which trains depart Oakville on their way to Windsor. The busiest departure station in Oakville serving this route is 200 Cross Ave.
  • 200 Cross Ave
There is one train station where trains arrive in Windsor from Oakville., The busiest departure station in Oakville serving this route is VIA Station.
  • VIA Station