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Mother Road: Chicago to LA
A classic American road trip following the historic Route 66 from the Midwest to the Pacific Coast.
Route: Chicago → Springfield → St. Louis → Springfield, MO → Vinita → Tulsa → Clinton → Amarillo → Santa Rosa → Santa Fe → Albuquerque → Gallup → Holbrook → Flagstaff → Grand Canyon → Kingman → Barstow → Pasadena → Santa Monica
✅ Current month (May) is in this region's prime season. Grand Canyon / Zion / Antelope: Mar-May & Oct best. Jun-Aug 40°C+ heat is dangerous on trails.
An epic 20-day journey across the Main Street of America, following the original Route 66 corridor from the Great Lakes to the Pacific.
20days
60stops
4236drive km
1
Starting the Legend in Chicago
3 stops · 10m · 3km
2
The Cornfields of Illinois
3 stops · 3h 28m · 341km
3
Crossing the Mississippi
3 stops · 1h 51m · 187km
4
The Ozark Mountains
3 stops · 2h 48m · 274km
5
The Kansas Shortcut
3 stops · 2h 42m · 261km
6
Green Country to the Oil Capital
3 stops · 1h 33m · 149km
7
Red Dirt and Road Museums
3 stops · 3h 1m · 316km
8
Entering the Texas Panhandle
3 stops · 1h 38m · 161km
9
Cadillacs and Canyons
3 stops · 2h 4m · 202km
10
Midpoint and Mesas
3 stops · 2h 59m · 310km
11
High Desert Heritage
3 stops · 1h 54m · 177km
12
The Rio Grande Valley
3 stops · 1h 51m · 157km
13
Red Rocks and Trading Posts
3 stops · 2h 28m · 261km
14
Painted Deserts and Petrified Wood
3 stops · 1h 48m · 187km
15
Standing on a Corner
3 stops · 1h 20m · 124km
16
The Grand Detour
3 stops · 2h 23m · 199km
17
The Longest Remaining Stretch
3 stops · 3h 9m · 295km
18
Oatman and the Mojave
3 stops · 3h 6m · 256km
19
The Final Desert Push
3 stops · 3h 34m · 330km
20
The End of the Trail
3 stops · 1h 8m · 49km