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The Route 66 road trip is approximately 2451 miles plus side trips to Branson, MO and Las Vegas, NV.
We designed the Route 66 classic car road trip so that travelers can fly to their starting city (either L.A. or Chicago), drive the entire route, and be back home within a three week period. The tour is 19 days, 18 nights and includes 2 nights in L.A., 2 nights in Chicago, and 2 side trips; Branson, MO and Las Vegas, NV.
Here’s a sample itinerary for the westbound trip (view detailed itinerary):
Mon - Arrive Chicago
Wed - Springfield, IL
Thu - St Louis, MO
Fri - Branson, MO
Sun - Tulsa, OK
Mon - Elk City, OK
Tue - Tucumcari, NM
Wed - Santa Fe, NM
Thu - Gallup, NM
Fri - Flagstaff, AZ
Sat - Williams, AZ (via the Grand Canyon)
Sun - Las Vegas, NV
Tue - San Bernardino, CA
Wed - Santa Monica, CA
Fri - Depart L.A.