Chicago to Los Angeles Tours
4.5 stars on(7,923 reviews)- Choose from 5 Chicago tours
- 100+ verified reviews from TourRadar travelers
- 24/7 customer support
5 best Chicago to Los Angeles tour packages
Compiled by

MelissaChicago travel expert at TourRadar
Highlights of Route 66
126 Reviews by TourRadar travelers“Could not have been better.”
Robin, traveled in August
Chicago's Magnificent Mile district and Willis Tower set the stage for an epic westward route along historic Route 66. The adventure culminates in Los Angeles with Beverly Hills and Hollywood Boulevard tours, including Santa Monica's famous Route 66 endpoint and optional Warner Brothers Studio visits.
Duration 16 days Destinations Chicago, Pontiac, Springfield, St. Louis, Branson, Tulsa, Oklahoma City, Elk City, Amarillo, TucumcariSee all destinations Age Range up to 99 year olds Operator Cosmos From $3,409
4% Off- US$3,259You save $150
Chicago to LA
1 Review by TourRadar travelers“It was a breathtaking tour. I loved that we stopped at so many national parks.”
Jule, traveled in April
The journey starts in Chicago with Magnificent Mile and Navy Pier visits, leading through 17 cities in 8 states. Natural wonders await at Yellowstone's geothermal features and Grand Canyon's rim vistas, before the finale in Los Angeles exploring Hollywood and Beverly Hills.
Duration 11 days Destinations Chicago, Sioux Falls, Badlands National Park, Mount Rushmore National Memorial, Rapid City, Cody, Yellowstone National Park, Grand Teton National Park, Salt Lake City, Bryce Canyon National ParkSee all destinations Age Range 21 to 75 year olds Operator Travel Talk From
4% Off- US$6,540
From Chicago's Lake Shore Drive and Navy Pier, the route heads west through South Dakota, Wyoming, Utah, and Nevada. Your path connects 18 cities across 8 states, finishing with a Hollywood and Beverly Hills excursion in Los Angeles on day 11.
Duration 11 days Destinations Chicago, Sioux Falls, Badlands National Park, Mount Rushmore National Memorial, Rapid City, Bighorn National Forest, Cody, Yellowstone National Park, Grand Teton National Park, Salt Lake CitySee all destinations Age Range 21 to 99 year olds Operator Omega Tours From
4% Off- US$3,494
Highlights of Route 66 with Mother Road Festival & Albuquerque Balloon Fiesta
1 Review by TourRadar travelersDuration 16 days Destinations Chicago, Pontiac, Springfield, St. Louis, Branson, Oklahoma City, Amarillo, Tucumcari, Albuquerque, GallupSee all destinations Age Range up to 99 year olds Operator Cosmos From
4% Off- US$3,819
Willis Tower views and Route 66 Hall of Fame mark your Chicago departure, as you travel through heartland gems like St. Louis and Tulsa. Los Angeles caps the adventure with Beverly Hills and Hollywood tours, concluding at Santa Monica's famous pier - Route 66's western endpoint.
Duration 17 days Destinations Chicago, Pontiac, Springfield, St. Louis, Branson, Tulsa, Oklahoma City, Elk City, Amarillo, TucumcariSee all destinations Age Range 21 to 99 year olds Operator Cosmos From
4% Off- US$4,199
More about Chicago
USA Travel Guide | All You Need to Know10 Best Backpacking Tours & Trips 2025/2026Best time to visit East Coast USA (Low & High Season)Best Time to Visit the West Coast, USA in 2025/2026 (with California)Best USA Vacation Spots for Couples: Parks, Cities and more5 Best Guided Backpacking Trips & ToursBest 10 Day USA Itineraries 2025/2026 (with Reviews)Best time to visit the USA in 2025/2026Weather in the USA in 2025/2026