Cheapest€39.94
- VIA Rail Canada VI434406:452h 24m09:09Oakville GO StationWindsor station
Door to door 3h 8mCO2 11.4 kgChanges 0Refundable
Traveling from Oakville to Windsor costs €39.94 at the cheapest and takes 3h 7m door to door at the fastest, across 1 mode and 1 operator. The route covers 345 km. Cheapest is by train, fastest is by train.
At a glance
- Distance
- 345 km
- Fastest
- 3h 7m
- Average
- 3h 19m
- Services per day
- 5
- Cheapest
- €39.94
- CO2 per passenger
- 11.4 kg
Every way to make this journey
Journey times below are door to door, so they include getting to the terminal and away from it at the other end. Fares are the cheapest we currently sell on September 29, 2026.
| Mode | Door to door | Moving | At the ends | From | CO2 | Per day |
|---|---|---|---|---|---|---|
| Train | 3h 8m | 2h 24m | 44m | €45.99 | 11.4 kg | 5 |
- 3h 8mFastest, by Train
- €45.99Cheapest, by Train
- 11.4 kgLowest CO2, by Train
- 345 kmDistance traveled
The cheapest and the fastest on September 29, 2026
Two journeys we can sell today, with the service number each operator files them under.
Today's real departures
Live from the operators' own published timetables, through the open transit feeds they publish. Times and services are real. Fares are modeled until our booking connectors are live.
Checking the live timetables.
Live from the operators' own published timetables, through the open transit feeds they publish. Times and services are real. Fares are modeled until our booking connectors are live.
Prices over the next three weeks
Live from our own engine, refreshed on every request. The cheapest days for each way of traveling are marked.
| Cheapest fare by mode and day for Oakville to Windsor | SunSep 13 | MonSep 14 | TueSep 15 | WedSep 16 | ThuSep 17 | FriSep 18 | SatSep 19 | SunSep 20 | MonSep 21 | TueSep 22 | WedSep 23 | ThuSep 24 | FriSep 25 | SatSep 26 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Train | €99.34 | €71.84 | €67.99 | €61.94 | €89.44 | €88.34 | €67.44 | €63.59 | €47.64 | €45.99 | €50.38 | €64.69 | €63.04 | €56.99 |
Cheapest day: 2026-09-29 · €39.94
The train gets you into Windsor. It does not get you a bed, and neither do we.
Where to stay in Windsor
Filter by neighborhood and by nightly price, and the map tells you what is a walk and what is a cab.
Search Windsor on Booking.comOr compare on Expedia
Partner links. We do not sell accommodation. We earn a commission when a booking completes, and it never changes what you pay.
When to book Oakville to Windsor
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €54.2490 days
- €35.5460 days
- €30.0445 days
- €37.7430 days
- €48.7421 days
- €56.9914 days
- €67.447 days
- €67.993 days
- €99.341 days
- Cheapest lead time
- Fares bottom out around 45 days ahead, at €30.04.
- How much it moves
- The gap between the cheapest and most expensive lead time is 231 percent. The most expensive point is €99.34, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 45 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Book now Fares on this route are lowest around 45 days ahead. You are inside that window.
Which departure day costs least
Median cheapest fare for each weekday, taken across the next three weeks of real prices.
- €63.59Sun
- €47.64Mon
- €45.99Tue
- €50.38Wed
- €64.69Thu
- €63.04Fri
- €56.99Sat
How the fare moves month by month
The same journey priced on the fifteenth of each of the next six months.
- €67.99Sep
- €53.14Oct
- €41.04Nov
- €39.93Dec
- €34.99Jan
- €31.14Feb
The route
What the journey actually looks like
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
- Direct or connecting
- 20% of the services we sell on this corridor run through without a change. The remaining 80% involve one connection.
- How far it really runs
- The route covers 345 km against 300 km in a straight line, a detour of 15 percent. Track and road geometry account for the difference.
- Where the change is
- Connections are made at London, Brantford, Cambridge, Kitchener. The gap between arriving and leaving is 46 minutes, of which about 5 is walking.
- If the connection is missed
- The tightest connection we sell here has a 20 percent chance of not being made on the timetable alone. Part of this journey is a self transfer between separate tickets, so leave more time than the minimum and expect to check in again.
- First and last departure
- The first service of the day leaves Oakville at 06:45 and the last at 07:30, across 5 departures. The return direction keeps its own timetable, so the times back are not these times reversed.
Where you leave from and where you arrive
The stations, airports and ports each mode on this corridor actually uses.
Oakville
Rail
- Oakville GO Station
- Bronte GO Station
Bus
- South Oakville Centre
- Bronte GO Station
Windsor
Air
- YQG
Who runs this route
Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.
| Operator | From | Fastest | Typical speed | Flexibility | On board |
|---|---|---|---|---|---|
| VIA Rail Canada | €39.94 | 3h 7m | 140 km/h | Refundable | Power outlets, Wi-Fi |
What the fare is made of
Every part of the total, so the number at checkout is the number here.
| Part | Amount | Share |
|---|---|---|
| Operator fare | €34.50 | 86% |
| Taxes | €3.45 | 9% |
| Our service fee | €1.99 | 5% |
| Total you pay | €39.94 | 100% |
The train gets in hours before any room is ready. Holding a bag is not what we sell.
Where to leave your bags in Windsor
Stores, cafes and hotels that take luggage, with the hours on the map so you know what is still open when you come back.
Check Windsor on StasherOr try Bounce
Partner links. We do not run these networks. We earn a commission on a booking, and the price is the same as going direct.
Questions about Oakville to Windsor
The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.
How long does it take to get from Oakville to Windsor?
The fastest journey from Oakville to Windsor takes 3h 7m door to door, of which 2h 24m is spent moving, on the train. Most services take around 3h 19m, because that average includes slower stopping services and journeys with a connection. Times include reaching the terminal and leaving it at the far end.
How much does it cost to travel from Oakville to Windsor?
The cheapest fare from Oakville to Windsor is €39.94, checked on September 12, 2026. A typical fare across the next three weeks is €61.94. Both figures are the total for one passenger, including taxes, supplier fees and our service fee, so nothing is added at checkout.
What is the cheapest way to get from Oakville to Windsor?
The cheapest way from Oakville to Windsor is by train, at €45.99 for one passenger on September 29, 2026. That journey takes 3h 8m door to door. Cheaper is rarely faster on this corridor, and the comparison table on this page shows what each mode costs against what it saves.
When should I book Oakville to Windsor?
Fares from Oakville to Windsor bottom out around 45 days before departure, at €30.04. Across the whole booking window the gap between the cheapest and the most expensive lead time is 231 percent, measured on September 12, 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for Oakville to Windsor?
Tuesday is the cheapest day to depart from Oakville to Windsor, at €45.99. That is the median of 21 priced departure days across the next three weeks, checked on September 12, 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for Oakville to Windsor?
February is the cheapest of the next 6 months to travel from Oakville to Windsor, at €31.14 for one passenger. Each month is priced on its fifteenth, so the comparison is like for like rather than a mix of weekends and midweek departures.
Who runs service from Oakville to Windsor?
1 operators sell services from Oakville to Windsor across 1 mode: VIA Rail Canada. Journey times, fares and fare conditions differ between them, and the operator table on this page compares all of them on speed, flexibility and what is provided on board.
Is there a direct service from Oakville to Windsor?
20 percent of the services we sell from Oakville to Windsor are direct. The rest connect at London, Brantford, Cambridge, Kitchener, with about 46 minutes between the two services. Both legs are sold on one booking, so a missed connection is rebooked at no charge.
Which station or terminal do services from Oakville to Windsor use?
Services from Oakville to Windsor by train leave from Oakville GO Station and arrive at Windsor station. Allow about 44m in total for reaching the departure terminal and leaving the arrival one, which is already included in every door to door time on this page.
Can I change or refund a ticket from Oakville to Windsor?
1 of the 1 operators we sell from Oakville to Windsor allow a change or a refund. A change on a changeable fare costs €5.00. The operator table on this page names which is which, and the condition is shown again before you pay.
Where these numbers come from
Derived from service area No carrier record names this exact pair. The operators listed publish a service area covering both places at a distance their mode plausibly carries people, which is evidence that the corridor is served and not evidence of a specific service. Pages state which, because presenting the two as the same thing would be dishonest.
Schedules, seat counts and fares are generated by our own model until the supplier contracts are signed. Places, coordinates, operators, which operator serves which pair, and every distance are real. We would rather say that on every page than let a modeled number pass for a filed one.
Defined in full at Door to door, Fares, The booking window, Carbon, Distances
- On this page
- Every figure above was computed for Oakville to Windsor on September 12, 2026: 345 km of route against 300 km in a straight line, 5 services a day, 1 operators, a cheapest fare of €39.94, and 3h 7m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
Plenty of what is worth seeing sits outside Windsor and elsewhere in Canada. None of it is ours to sell.
What to book in Windsor before you go
Day trips that leave Windsor in the morning and cover a good part of Canada by evening.
See Windsor on GetYourGuideOr browse Viator
Partner links. We do not sell tours or tickets. We earn a commission on a booking, and it never changes the price.
Other ways to make this journey
Leaving Oakville
Arriving in Windsor
Leaving Windsor
- 26Places you can leave for
- 2Countries
- 7Operators
Plan a trip from here
Ask Ori for the same corridor under a different constraint, or for a longer trip that starts on it.