How long is the train ride?

The journey from Winnipeg to Kingston takes about 38 hours with transfers.

Is there a direct flight from Brandon?

No, you must fly from Winnipeg (YWG).

What is the best way to travel?

Flying is the most efficient method.

Do I need a car in Kingston?

A car is helpful for exploring the region, but not strictly necessary in the city.

Is Kingston expensive?

It is comparable to other major Canadian cities.

Brandon

Kingston

Train Flight

Brandon to Kingston

Updated: 29 May 2026

To reach Kingston from Brandon, you must travel to Winnipeg (YWG) and fly to Toronto (YYZ), then take a train or bus to Kingston. Alternatively, you can take the train from Winnipeg to Toronto and transfer to a Kingston-bound train. This journey takes you from the prairies to the historic city of Kingston.

Total Distance: 2,100 km driving distance; 1,600 km straight-line air distance.

Fastest Way

A connecting flight from Winnipeg to Toronto, then train to Kingston, is the fastest.

Cheapest Way

Flying from Winnipeg is the most cost-effective and fastest method.

Compare Brandon to Kingston Routes

	Train Connecting	Flight Connecting
Duration	38 hours	5 hours (total)
Avg Price	$500-$1,300	$350-$700
Operator	VIA Rail	Air Canada/WestJet
Route	Winnipeg to Toronto, then Toronto to Kingston.	YWG to YYZ via Toronto, then train to Kingston.
Tip	The train is a long but scenic way to see the country.	Connecting through Toronto is the most frequent route.

Travel Tips

Airport Transit
Taxis and ride-sharing services are available at the airport.
Weather
Kingston can be very cold in winter; pack heavy winter gear.
Booking
Book flights in advance to secure the best rates.
Walking
Downtown Kingston is walkable.

Safety Tips

Urban Safety
Kingston is generally safe, but keep your belongings secure in tourist areas.
Winter Safety
Be careful on icy sidewalks during the winter months.
Emergency Services
Dial 911 for any emergencies.
Traffic
Avoid driving in downtown Kingston; parking is limited.