United States · Easy
Classic Road Trip on Route 66: 16 Days from Chicago to Los Angeles
Embark on the ultimate 2,500-mile road trip along the historic Route 66, starting at Grant Park in Chicago and ending at the Santa Monica Pier, passing through eight states along the way to experience iconic American landmarks, roadside attractions, and authentic American culture.
- Days
- 16
- Stops
- 8
- Mapped stops
- 8
- Mapped distance
- 3,643.7 km
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Trip
Day-by-day route
Day 1
1 stopsDay 2
1 stops · 98.5 km · 1 hr 10 minDay 3
1 stops · 236.5 km · 2 hr 10 minDay 4
1 stops · 156.7 km · 1 hr 30 minDay 6
1 stops · 1,229.6 km · 11 hr 10 minDay 7
1 stops · 446.9 km · 4 hr 0 minDay 9
1 stops · 659.2 km · 6 hr 10 minDay 15
1 stops · 816.3 km · 8 hr 0 minMap explore
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Discover places worth the detour
United States
Classic Road Trip on Route 66: 16 Days from Chicago to Los Angeles
Day 1
Chicago Route 66 Start Point - Grant Park
Chicago Route 66 Start Point - Grant Park is a cultural institution , housing collections and exhibitions documenting the heritage, history, or artistic achievements of the region. Visitors can explore thoughtfully curated displays offering insights into the cultural and historical life of this destination.
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Day 2
Gemini Giant - Wilmington, IL
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Day 3
Springfield, Illinois
Springfield, Illinois is a stunning natural water feature , where visitors can enjoy the beauty of its aquatic environment set within the surrounding landscape. Popular for photography, nature walks, and experiencing the serene atmosphere of this remarkable natural setting.
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Day 4
Gateway Arch - St. Louis, MO
Gateway Arch is the landmark riverfront monument in St. Louis, with museum exhibits, tram rides to the top, park grounds, and views over the Mississippi River.
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Day 6
Cadillac Ranch - Amarillo, TX
Cadillac Ranch is a public roadside art installation near Amarillo where a row of half-buried Cadillacs has become a classic Route 66 photo stop.
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Day 7
Albuquerque, New Mexico
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Day 9
Grand Canyon South Rim, AZ
Grand Canyon South Rim is the most accessible section of Grand Canyon National Park, with major viewpoints, visitor services, shuttle routes, and rim trails.
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Day 15
Santa Monica Pier
Iconic Route 66 endpoint - amusement park, beach access
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