Is there a direct flight?

No, you must fly to Toronto first.

What is the best way to travel?

Flying to Toronto and taking the train.

Yes, Windsor has many beautiful parks.

Boissevain

Windsor

Flight

Boissevain to Windsor

Updated: 28 May 2026

To reach Windsor from Boissevain, fly from Winnipeg to Toronto, then take the VIA Rail train to Windsor. This route is efficient and avoids the long drive. Windsor is located on the border with the United States.

Total Distance: 2,350 km driving, 2,050 km air distance.

Fastest Way

Flight to Toronto plus train connection takes 6 hours.

Cheapest Way

Booking a flight to Toronto and taking the train is best.

Compare Boissevain to Windsor Routes

Flight

Direct to Toronto

Duration

6 hours

Avg Price

$450 - $750

Operator

Air Canada

Route

Winnipeg to Toronto, then train to Windsor.

VIA Rail offers a comfortable ride to Windsor.

Travel Tips

Book Train Early
VIA Rail prices are lower in advance.
Use Airport Express
Take the train from Pearson to Union Station.
Pack Light
It makes train travel easier.
Check Schedules
Ensure your flight arrival allows time for the train.
Visit Downtown
Windsor's downtown is very walkable.

Safety Tips

Station Safety
Keep your luggage with you.
Public Transit
Windsor Transit is reliable.
Emergency
Dial 911 for help.
Stay Alert
Be aware of your surroundings.