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There are 5 ways to get from Winnipeg to Oakville by plane, train or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly to Toronto, train  •  5h 8m

  1. Fly from Winnipeg (YWG) to Toronto (YYZ) YWG - YYZ
  2. Take the train from Union Station to Oakville GO

$206 - $962

4 alternative options

Fly to Billy Bishop Toronto City  •  7h 4m

  1. Fly from Winnipeg (YWG) to Billy Bishop Toronto City (YTZ) YWG - YTZ

$444 - $1,528

Fly to Hamilton, train  •  6h 19m

  1. Fly from Winnipeg (YWG) to Hamilton (YHM) YWG - YHM
  2. Take the train from Hamilton GO Centre to Oakville GO

$274 - $1,517

Train  •  38h 53m

  1. Take the train from Winnipeg to Toronto VIA Rail

$273 - $538

Drive  •  22h 43m

  1. Drive from Winnipeg to Oakville 1359.6 miles

$230 - $350

Questions & Answers

The cheapest way to get from Winnipeg to Oakville is to drive which costs $230 - $350 and takes 22h 43m.

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The quickest way to get from Winnipeg to Oakville is to fly and train which costs $200 - $1,000 and takes 5h 8m.

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No, there is no direct train from Winnipeg to Oakville. However, there are services departing from Winnipeg and arriving at Oakville GO via Union Station. The journey, including transfers, takes approximately 38h 53m.

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The distance between Winnipeg and Oakville is 1507 km. The road distance is 2175.4 km.

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The best way to get from Winnipeg to Oakville without a car is to train which takes 38h 53m and costs $270 - $550.

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It takes approximately 5h 8m to get from Winnipeg to Oakville, including transfers.

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Winnipeg to Oakville train services, operated by VIA Rail, depart from Winnipeg station.

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The best way to get from Winnipeg to Oakville is to fly which takes 7h 4m and costs $440 - $1,600. Alternatively, you can train, which costs $270 - $550 and takes 38h 53m.

Mode details

The quickest flight from Winnipeg Airport to Toronto Airport is the direct flight which takes 2h 20m.

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Oakville is 1h ahead of Winnipeg. It is currently 2:15 AM in Winnipeg and 3:15 AM in Oakville.

Map of how to get from Winnipeg to Oakville.
Launch map view
  • Distance: 942.1 miles
  • Duration: 5h 8m

What companies run services between Winnipeg, MB, Canada and Oakville, ON, Canada?

Air Canada, WestJet and two other airlines fly from Winnipeg to Oakville hourly. Alternatively, VIA Rail operates a train from Winnipeg to Oakville twice a week. Tickets cost $260 - $450 and the journey takes 37h 59m.

Airlines
Air Canada
Website
aircanada.com
Flights from Winnipeg to Toronto
Ave. Duration
2h 23m
When
Every day
Estimated price
$270 - $1,300
Flights from Winnipeg to Billy Bishop Toronto City via Montreal
Ave. Duration
5h 18m
When
Every day
Estimated price
$430 - $1,500
Flights from Winnipeg to Billy Bishop Toronto City via Toronto, Montreal
Ave. Duration
7h 35m
When
Every day
Estimated price
$440 - $1,600
Flights from Winnipeg to Billy Bishop Toronto City via Ottawa, Montreal
Ave. Duration
8h 20m
When
Every day
Estimated price
$430 - $1,500
WestJet
Website
westjet.com
Flights from Winnipeg to Toronto
Ave. Duration
2h 20m
When
Every day
Estimated price
$300 - $1,300
Flair Airlines
Website
flairair.ca
Flights from Winnipeg to Toronto
Ave. Duration
2h 25m
When
Every day
Estimated price
$120 - $700
Swoop
Website
flyswoop.com
Flights from Winnipeg to Hamilton
Ave. Duration
2h 16m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$260 - $1,500
Train operators
GO Transit
Phone
+1 888-438-6646
Website
gotransit.com
Train from Union Station to Oakville GO
Ave. Duration
41m
Frequency
Every 30 minutes
Estimated price
$7 - $10
Website
GO Transit
Train from Hamilton GO Centre to Oakville GO
Ave. Duration
39m
Frequency
3 times a day
Estimated price
$7 - $10
Website
GO Transit
VIA Rail
Phone
+1 1 888 842-7245
Website
viarail.ca
Train from Toronto to Oakville
Ave. Duration
21m
Frequency
5 times a day
Estimated price
$40 - $95
Website
VIA Rail
Escape
$16 - $45
Economy
$40 - $60
EconomyPlus
$65 - $95
Business
$55 - $80
Train from Winnipeg to Toronto
Ave. Duration
37h 59m
Frequency
Twice a week
Estimated price
$260 - $450
Website
VIA Rail
Escape
$220 - $250
Economy
$260 - $370
EconomyPlus
$320 - $450
Business
$480 - $700

Want to know more about travelling around the world?

Rome2rio's Travel Guide series provide vital information for the global traveller. Read our range of informative guides on popular transport routes and companies - including How to get from Heathrow Airport into central London, How to get from London to Edinburgh and The beginner’s guide to the 2018 World Nomad Games - to help you get the most out of your next trip.

More Questions & Answers

Winnipeg to Oakville train services, operated by VIA Rail, arrive at Toronto station.

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Yes, the driving distance between Winnipeg to Oakville is 2175 km. It takes approximately 22h 43m to drive from Winnipeg to Oakville.

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Flair Airlines, WestJet and Air Canada offer flights from Winnipeg Airport to Toronto Airport.

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There are 212+ hotels available in Oakville. Prices start at $98 CAD per night.

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The best way to get from Winnipeg to Winnipeg Airport is to line 15 bus which takes 20m and costs $4.

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