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Route 66: The Mother Road Part 1

This is the start of the ultimate American pilgrimage. Since you've got 14 days, we're going to take this at a classic pace—no rushing the neon signs or the quirky roadside diners. We're kicking off in the Windy City and making our way through the heart of the Midwest.


Route: Chicago → Wilmington → Pontiac → Springfield → St. Louis → Stanton → Lebanon → Galena → Catoosa → Tulsa
Primary area: Route 66 Midwest
5days
22stops
1272drive km
Heads Up

Keep an eye out for the "Historic Route 66" brown signs; the road often runs parallel to I-55 and I-44, but the old alignments are where the magic is.

1
Chicago Beginnings
5 stops · 56m · 43km
›
2
Neon & Giants
5 stops · 3h 43m · 349km
›
3
Across the Mississippi
4 stops · 2h 11m · 207km
›
4
Caverns & Cars
4 stops · 3h 48m · 385km
›
5
Kansas Corner & Oklahoma
4 stops · 3h 1m · 288km
›

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Route 66: The Mother Road Part 1 | Roadigo