Plan Your Route 66 Road Trip
TwoLaneTrips is a free Route 66 trip planner that builds a personalized, day-by-day itinerary from Chicago to Santa Monica — roughly 2,400 miles across Illinois, Missouri, Kansas, Oklahoma, Texas, New Mexico, Arizona, and California.
Every itinerary is drawn from a hand-collected database of more than 1,300 stops along the Mother Road: classic diners, vintage motels, neon signs, roadside giants, history museums, and the small-town landmarks that make Route 66 worth driving slowly. Tell the planner where you want to start, how many days you have, and your pace, and it routes you stop by stop with mileage from Chicago for every place along the way.
Why plan with TwoLaneTrips
- Day-by-day itinerariesPersonalized routes with driving times, meal stops, and overnight towns.
- 1,300+ real stopsDiners, motels, museums, and roadside attractions in all eight Route 66 states.
- Mile-marker accuracyEvery stop is placed by its mileage from Chicago so your route flows west in order.
- Free to useNo account required to browse attractions and plan a trip.
Iconic Route 66 stops
A few of the landmarks travelers plan their trips around. Browse each for history, location, and what to expect.
Browse attractions by state
Browse all 1,300+ Route 66 attractions →The interactive trip planner is loading… or start planning now.