Route 66 Road Trip Itinerary
It is the definitive cultural road trip: not the fastest way west, but the richest.
- Country
- United States
- Region
- North America
- Distance
- 3,940 km
- Suggested duration
- 14-21 days
- Best season
- May to October
- Difficulty
- Easy highways, long desert stretches
Why drive the Route 66
America's classic mother road stitches together big-sky plains, desert trading posts, roadside architecture, and music towns. Expect barbecue, green-chile breakfasts, retro motels, and enough Americana to make every fuel stop feel like a scene.
Suggested itinerary
- Days 1-4: Chicago to Oklahoma City with diners, blues towns, and vintage motel stops.
- Days 5-10: Cross Texas and New Mexico for neon signs, desert mesas, and Santa Fe cuisine.
- Days 11-16: Finish through Arizona and California with canyon detours and Pacific sunset miles.
Main stops along the Route 66
- Chicago
- St. Louis
- Oklahoma City
- Santa Fe
- Flagstaff
- Santa Monica
Detours worth adding
- Grand Canyon South Rim
- Joshua Tree
- Cadillac Ranch
Scenes from the road
Book this road trip
Route 66 road trip FAQ
How long do you need for the Route 66?
Plan on 14-21 days for the core 3,940 km drive. Add extra time if you want slower overnight stops, side roads, or longer detours.
When is the best time to drive the Route 66?
The usual best window is May to October. Check local road closures and weather before committing to fixed dates.
What are the main stops on the Route 66?
Core stops include Chicago, St. Louis, Oklahoma City, Santa Fe, Flagstaff.
Is the Route 66 difficult to drive?
The route is best described as: Easy highways, long desert stretches. Build in time for fuel, rest stops, and changing conditions.
What detours are worth adding?
Popular detours include Grand Canyon South Rim, Joshua Tree, Cadillac Ranch.
See the full route, mini map, closest airports, and booking modules on the interactive atlas.
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