Road trip

Route 66 Centennial Road Trip Planner

Route 66 turns 100 in 2026. Plan the drive in manageable legs — each with drive times, the best overnight stops, attractions, hotel areas, and a realistic budget.

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41.9°N → 34.0°N8 states · IL → CAFull Route 66 Overview
The whole Chicago-to-Santa Monica drive, planned end to end.
Start with the overview →
41.9°N / 87.6°WIllinois → MissouriChicago to St. Louis
Illinois classics, giant roadside statues, and the first leg west.
Plan this leg →
35.5°N / 97.5°WOklahoma → TexasOklahoma City to Amarillo
Big-sky Oklahoma, Art Deco gas stations, and the Texas panhandle.
Plan this leg →
35.2°N / 111.7°WArizona → CaliforniaFlagstaff to Santa Monica
The longest original stretch, the Mojave, and the finish at the Pacific.
Plan this leg →

More legs in the works

We're still writing: St. Louis to Oklahoma City · Amarillo to Albuquerque · Albuquerque to Flagstaff. In the meantime, the full overview covers the whole route.

Planning the drive? Estimate your road-trip cost or compare where to stay before you book.

IndependentChachi Travel is an independent travel-planning website and is not affiliated with America250, Route 66 Centennial organizations, the National Park Service, hotels, airlines, or booking providers unless stated otherwise.