Your total trip with all stops is around 2,730 miles / 4390 km, taking roughly 43.5 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 Pennsylvania and Oregon.
Start from Pennsylvania (PA).
Cleveland, Ohio is stopping point #1 after driving about 290 miles (470 km) or 5 hours.
Chicago, Illinois is stopping point #2 after driving about 340 miles (550 km) or 5.5 hours. Your total trip so far is about 630 miles or 1020 km over roughly 11 hours of driving.
Des Moines, Iowa is stopping point #3 after driving about 330 miles (540 km) or 5.5 hours. Your total trip so far is about 970 miles or 1560 km over roughly 16.5 hours of driving.
Cheyenne, Wyoming is stopping point #4 after driving about 630 miles (1010 km) or 9 hours. Your total trip so far is about 1,600 miles or 2570 km over roughly 25.5 hours of driving.
Rock Springs, Wyoming is stopping point #5 after driving about 260 miles (410 km) or 3.5 hours. Your total trip so far is about 1,850 miles or 2980 km over roughly 29 hours of driving.
Ogden, Utah is stopping point #6 after driving about 180 miles (280 km) or 2.5 hours. Your total trip so far is about 2,030 miles or 3270 km over roughly 31.5 hours of driving.
Boise, Idaho is stopping point #7 after driving about 310 miles (490 km) or 4.5 hours. Your total trip so far is about 2,340 miles or 3760 km over roughly 36 hours of driving.
Finally, Oregon (OR) is your destination after driving about 390 miles (620 km) or 7.5 hours. Your total trip with all stops is around 2,730 miles or 4390 km, taking roughly 43.5 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.