Stopping points from Winnipeg James Armstrong Richardson International Airport to Calgary, Alberta:

• Start from Winnipeg James Armstrong Richardson International Airport
• 2.5 hours to Brandon, Canada after driving about 140 miles / 220 km
• 3.5 hours to Regina, Canada after driving about 230 miles / 360 km
• 4.5 hours to Medicine Hat, Canada after driving about 290 miles / 470 km
• 3 hours to Calgary, Alberta after driving about 180 miles / 290 km

Your total trip with all stops is around 830 miles / 1340 km, taking roughly 13.5 hours for the whole trip. If you want to see every small town along the way, you can get a full list of cities between YWG and Calgary, Canada.

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Stopping points from YWG to Calgary, Canada

Start from Winnipeg James Armstrong Richardson International Airport.

Brandon, Canada is stopping point #1 after driving about 220 km (140 miles) or 2.5 hours.

Regina, Canada is stopping point #2 after driving about 360 km (230 miles) or 3.5 hours. Your total trip so far is about 580 km or 360 miles over roughly 6 hours of driving.

Medicine Hat, Canada is stopping point #3 after driving about 470 km (290 miles) or 4.5 hours. Your total trip so far is about 1050 km or 650 miles over roughly 10.5 hours of driving.

Finally, Calgary, Alberta is your destination after driving about 290 km (180 miles) or 3 hours. Your total trip with all stops is around 1340 km or 830 miles, taking roughly 13.5 hours for the whole trip.

Stopping point calculator

Travelmath helps you figure out where to stop when planning a long road trip from one location to another. The best stopping point for an overnight hotel stay or a break from driving often depends on how far or how long you want to drive before pausing to rest. You can find the closest city to your stopping point to look for hotels, or explore other cities and towns along the route. Use this as a road trip planner when you're driving cross-country or mapping a route with multiple stops.