Your total trip with all stops is around 2,340 miles / 3770 km, taking roughly 36.5 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 Keizer, OR and Fort Wayne, IN.
Start from Keizer, Oregon.
Pendleton, Oregon is stopping point #1 after driving about 250 miles (410 km) or 4 hours.
Boise, Idaho is stopping point #2 after driving about 220 miles (350 km) or 3.5 hours. Your total trip so far is about 470 miles or 760 km over roughly 7.5 hours of driving.
Logan, Utah is stopping point #3 after driving about 300 miles (480 km) or 4.5 hours. Your total trip so far is about 770 miles or 1240 km over roughly 12 hours of driving.
Cheyenne, Wyoming is stopping point #4 after driving about 440 miles (700 km) or 7 hours. Your total trip so far is about 1,210 miles or 1940 km over roughly 19 hours of driving.
Grand Island, Nebraska is stopping point #5 after driving about 360 miles (580 km) or 5.5 hours. Your total trip so far is about 1,570 miles or 2520 km over roughly 24 hours of driving.
Chicago, Illinois is stopping point #6 after driving about 610 miles (990 km) or 9.5 hours. Your total trip so far is about 2,180 miles or 3510 km over roughly 33.5 hours of driving.
Finally, Fort Wayne, Indiana is your destination after driving about 160 miles (260 km) or 3 hours. Your total trip with all stops is around 2,340 miles or 3770 km, taking roughly 36.5 hours for the whole trip.
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.