Three Good Stops

Richmond to Chicago: where to stop

799 miles, about 12 hr 8 min of driving. Here are the real towns worth stopping in between Richmond, VA and Chicago, IL, and why each one earned it.

Your first stop

Annandale, VAStretch your legs in Annandale, VA · mile 127

The other 6 stops on this drive

Named for your own departure time and driving style when you plan the trip — your first full plan is free.

S•••••, PAstretch, meal · mile 257
W•••••, PAfuel · mile 320
N•••••, OHstretch · mile 456
P•••••, OHstretch, overnight, meal · mile 579
J•••••, INfuel · mile 640
P•••••, INstretch, fuel · mile 774

Name every stop — first trip free

No card for the first trip. After that it's 99¢ for three trips, or $2.99 a month.

How the days break up

DayMilesDrivingNight in
15798 hr 44 minPerrysburg, OH
22193 hr 25 min—

How we picked these

Every stop is a real town on your actual route — not a chain billboard. We score towns on what a driver needs at that point in the drive: fuel and food for a stretch break, parks and grass when a pet is along, hotels and restaurants when it's an overnight. Detour distance counts against a town, so nothing here costs you a long side trip.

This page is planned for a 9-hour driving day leaving at 8:00 AM. Change any of that — your hours, your MPG, pets, small children, an EV's charging range — and the stops change with it. Plan Richmond to Chicago your way →

Questions

How far is Richmond, VA to Chicago, IL?
About 799 miles, roughly 12 hr 8 min of driving before stops.

Can you drive Richmond to Chicago in one day?
Not comfortably. At a 9-hour driving day it splits into 2 days, with a night in Perrysburg, OH.

Where is a good place to stop between Richmond and Chicago?
Annandale, VA is the first one on this route.