USA Tours from Chicago
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10 best USA tour packages from Chicago
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![USA travel expert at TourRadar](https://cdn.tourradar.com/s3/team/125x125/129_v6ehPU2s.jpg)
MelissaUSA travel expert at TourRadar
- Mackinac Island (Chicago, IL to Southfield, MI) (2025)
- Highlights of Route 66
- Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2025)
- Chicago to LA
- Chicago to L.A
- Chicago to Golden Gate
- Chicago and Niagara ROT
- Chicago, Niagara and New York
- Mackinac Island (Chicago, IL to Southfield, MI) (2026)
- Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026)
A guided architecture tour along Michigan Avenue and Millennium Park precedes the drive to Grand Rapids. The route winds through Michigan to Mackinaw City, featuring a ferry to Mackinac Island, then continues to Bay City, Frankenmuth, before reaching Southfield, covering roughly 500 miles.
Duration 9 days Destinations Chicago, Grand Rapids, Mackinac Island, Frankenmuth, Southfield, Dearborn Age Range 5 to 99 year olds Operator Collette From $3,899
4% Off- US$3,749You save $150
Highlights of Route 66
126 Reviews by TourRadar travelers“Loved this trip seeing all the amazing collectable items. My husband is an auto buff so he loved every minute of the trip.”
Lee, traveled in June
Willis Tower in Chicago sets the stage for this 2,448-mile adventure spanning 8 states over 16 days. A deluxe motorcoach travels through Illinois, Missouri, Oklahoma, Texas, New Mexico, Arizona, Nevada, and California, visiting iconic Route 66 landmarks before reaching Santa Monica Pier.
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
Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2025)
29 Reviews by TourRadar travelersA guided architectural tour along Michigan Avenue and Millennium Park launches this 9-day, 422-mile expedition through Illinois and Michigan. Visitors take a ferry to Mackinac Island, then head to Holland's Tulip Festival, concluding at Dearborn's Henry Ford Museum via comfortable coach.
Duration 9 days Destinations Chicago, Mackinac Island, Holland, Grand Rapids, Frankenmuth, Southfield, Dearborn Age Range up to 99 year olds Operator Collette From $3,799
8% Off- US$3,499You save $300
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
From Chicago's Magnificent Mile, this 11-day cross-country adventure covers 17 cities along America's northern border. An A/C coach whisks travelers through South Dakota's Badlands, Wyoming's mountain ranges, and Utah's canyons, concluding in Los Angeles via the Mojave Desert, spanning approximately 2,800 miles.
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
8% Off- US$6,540
The Hampton Inn Chicago Downtown Magnificent Mile marks the start of an epic trek through 18 cities across America. A Wi-Fi equipped coach carries travelers 2,000+ miles from Chicago's Navy Pier to Los Angeles, featuring Mount Rushmore, Yellowstone National Park, and the Las Vegas Strip, ending with a Beverly Hills tour.
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
8% Off- US$3,515
Chicago's Lake Shore Drive and Navy Pier launch this 14-day expedition across the Mississippi River through Iowa to Sioux Falls. The path winds through Yellowstone's geothermal wonders, Salt Lake City's Temple Square, and the Grand Canyon, culminating at San Francisco's Fisherman's Wharf, connecting 20 major cities via A/C coach.
Duration 14 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 75 year olds Operator Travel Talk From
8% Off- US$6,796
Millennium Park introduces Chicago's charms before visiting The Loop's neon-lit theaters, Cleveland and Niagara Falls. The route includes Detroit's Riverfront and Henry Ford Museum, returning to Chicago via Saugatuck over 8 days.
Duration 8 days Destinations Chicago, Cleveland, Niagara Falls, Detroit Age Range up to 85 year olds Operator Europamundo From
8% Off- US$1,704
Millennium Park and The Loop showcase Chicago's essence before heading to Cleveland's Downtown and Niagara Falls, ending in New York City. The coach journey connects 5 major cities over 8 days, featuring Corning Glass Museum and Wall Street.
Duration 8 days Destinations Chicago, Cleveland, Niagara Falls, Corning, New York City Age Range up to 85 year olds Operator Europamundo From
8% Off- US$1,704
A guided architecture tour along Michigan Avenue and Millennium Park introduces this 9-day, 480-mile adventure to Southfield, MI. The journey features Grand Rapids, 2 nights on car-free Mackinac Island, and Frankenmuth's Bavarian charm before reaching Dearborn's Henry Ford Museum.
Duration 9 days Destinations Chicago, Grand Rapids, Mackinac Island, Frankenmuth, Dearborn, Southfield Age Range up to 99 year olds Operator Collette From
8% Off- US$3,799
Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026)
29 Reviews by TourRadar travelersChicago's Hyatt Regency launches this 487-mile Michigan adventure. A luxury coach takes visitors to Holland's Tulip Festival, followed by a ferry to Mackinac Island, concluding in Southfield after stops in Frankenmuth and Dearborn's Henry Ford Museum.
Duration 9 days Destinations Chicago, Holland, Grand Rapids, Mackinac Island, Frankenmuth, Dearborn, Southfield Age Range up to 99 year olds Operator Collette From
8% Off- US$3,999
What people love about USA Tours from Chicago
- Highlights of Route 66
The tour guide, John, made the trip fun, entertaining, and he was so knowledgeable of the route
- Chicago to LA
It was a breathtaking tour. I loved that we stopped at so many national parks and in the evening had alone time to process the day. The guide was amazing.
- Rhythms of the Road (including Hammond)
tour took us exactly where we wanted to go with someone else doing the organising!
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