Stopping points from Anchorage, Alaska to Chicago, Illinois:

• Start from Anchorage, Alaska
• 8 hours to Beaver Creek, Canada after driving about 430 miles / 690 km
• 5 hours to Whitehorse, Canada after driving about 280 miles / 450 km
• 18 hours to Grande Prairie, Canada after driving about 950 miles / 1540 km
• 4.5 hours to Edmonton, Canada after driving about 290 miles / 460 km
• 5 hours to Saskatoon, Canada after driving about 330 miles / 520 km
• 10.5 hours to Fargo, North Dakota after driving about 670 miles / 1080 km
• 3.5 hours to Minneapolis, Minnesota after driving about 240 miles / 380 km
• 6 hours to Chicago, Illinois after driving about 410 miles / 660 km

Your total trip with all stops is around 3,590 miles / 5770 km, taking roughly 61.5 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 Anchorage, AK and Chicago, IL.

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Stopping points from Anchorage, AK to Chicago, IL

Start from Anchorage, Alaska.

Beaver Creek, Canada is stopping point #1 after driving about 430 miles (690 km) or 8 hours.

Whitehorse, Canada is stopping point #2 after driving about 280 miles (450 km) or 5 hours. Your total trip so far is about 710 miles or 1140 km over roughly 13 hours of driving.

Grande Prairie, Canada is stopping point #3 after driving about 950 miles (1540 km) or 18 hours. Your total trip so far is about 1,660 miles or 2670 km over roughly 31.5 hours of driving.

Edmonton, Canada is stopping point #4 after driving about 290 miles (460 km) or 4.5 hours. Your total trip so far is about 1,950 miles or 3130 km over roughly 36 hours of driving.

Saskatoon, Canada is stopping point #5 after driving about 330 miles (520 km) or 5 hours. Your total trip so far is about 2,270 miles or 3650 km over roughly 41 hours of driving.

Fargo, North Dakota is stopping point #6 after driving about 670 miles (1080 km) or 10.5 hours. Your total trip so far is about 2,940 miles or 4740 km over roughly 51.5 hours of driving.

Minneapolis, Minnesota is stopping point #7 after driving about 240 miles (380 km) or 3.5 hours. Your total trip so far is about 3,180 miles or 5120 km over roughly 55.5 hours of driving.

Finally, Chicago, Illinois is your destination after driving about 410 miles (660 km) or 6 hours. Your total trip with all stops is around 3,590 miles or 5770 km, taking roughly 61.5 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.