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Route 66 Cross-Country Expedition
Route: Chicago → Springfield → St. Louis → Springfield → Miami → Tulsa → Oklahoma City → Amarillo → Adrian → Tucumcari → Santa Fe → Gallup → Winslow → Grand Canyon → Seligman → Oatman → Amboy → Victorville → Pasadena → Santa Monica Pier
✅ 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.
20days
39stops
3864drive km
Trip Highlights
- Chicago
- Springfield
- St. Louis
- Springfield
1
Chicago to Joliet
2 stops · 52m · 74km
2
Pontiac to Springfield
2 stops · 2h 39m · 267km
3
St. Louis to Cuba
2 stops · 2h 54m · 292km
4
Rolla to Springfield
2 stops · 2h 13m · 217km
5
Joplin to Miami
2 stops · 1h 49m · 160km
6
Tulsa to Sapulpa
2 stops · 1h 41m · 168km
7
Oklahoma City to Clinton
2 stops · 2h 43m · 286km
8
Elk City to Amarillo
2 stops · 2h 40m · 281km
9
Cadillac Ranch to Adrian
2 stops · 50m · 79km
10
Tucumcari to Santa Rosa
2 stops · 1h 55m · 198km
11
Santa Fe to Albuquerque
2 stops · 2h 49m · 276km
12
Gallup to Petrified Forest
2 stops · 3h 50m · 406km
13
Winslow to Flagstaff
2 stops · 1h 47m · 175km
14
Grand Canyon to Williams
2 stops · 2h 16m · 207km
15
Seligman to Kingman
2 stops · 1h 53m · 188km
16
Oatman to Needles
2 stops · 1h 21m · 82km
17
Amboy to Barstow
2 stops · 2h 44m · 259km
18
Victorville to San Bernardino
2 stops · 1h 15m · 118km
19
Pasadena to Los Angeles
2 stops · 1h 13m · 102km
20
Santa Monica Pier
1 stops · 23m · 28km