Explorer Tours from Chicago
4.5 stars on(7,178 reviews)- Choose from 14 Chicago tours
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10 best Explorer tour packages from Chicago
Compiled by
MelissaChicago travel expert at TourRadar
- Rhythms of the Road (including Hammond)
- Chicago, Niagara and New York
- Chicago and Niagara ROT
- Chicago to LA
- Mackinac Island (Chicago, IL to Southfield, MI) (2025)
- Highlights of Route 66 and Albuquerque Balloon Fiesta
- Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2025)
- Chicago to Golden Gate
- Chicago to L.A
- Chicago, Niagara and New York end Washington
Rhythms of the Road (including Hammond)
2 Reviews by TourRadar travelers“An extra night in each main city would've been great for extra activities.”
lesley, traveled in April 2019
- Explore Chicago's landmarks and try deep-dish pizza
- Ascend the Gateway Arch and visit the westward museum
- Tour Nashville's Music Row and the Country Music Hall of Fame
Duration 10 days Destinations Chicago, St. Louis, Nashville, Memphis, Hammond, Lafayette, New Orleans Age Range up to 99 year olds Operated in English Operator Cosmos From $2,539
8% Off- US$2,339You save $200
- Explore Millennium Park and The Loop
- Tour Chicago's iconic landmarks and museums
- Enjoy dinner in Cleveland's vibrant Euclid Avenue
Duration 8 days Destinations Chicago, Cleveland, Niagara Falls, Corning, New York City Age Range up to 85 year olds Operated in English Operator Europamundo From $1,704
15% Off- US$1,448You save $255
- Explore Millennium Park and The Loop
- Tour Chicago's iconic landmarks and museums
- Dine in Cleveland's vibrant Little Italy
Duration 8 days Destinations Chicago, Cleveland, Niagara Falls, Detroit Age Range up to 85 year olds Operated in English Operator Europamundo From $1,704
15% Off- US$1,448You save $255
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 2023
- Meet your group in Chicago for a welcome evening
- Explore Chicago's Magnificent Mile and Navy Pier
- Witness the grandeur of Mount Rushmore
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 Operated in English Operator Travel Talk From $5,542
45% Off- US$3,048You save $2,493
- Explore Chicago's iconic architecture
- Tour Mackinac Island by horse-drawn carriage
- Relax at the historic Grand Hotel's porch
Duration 9 days Destinations Chicago, Grand Rapids, Mackinac Island, Frankenmuth, Southfield, Dearborn Age Range 5 to 99 year olds Operated in English Operator Collette From $3,399
10% Off- US$3,059You save $339
- Explore Chicago on a morning sightseeing tour
- Visit the Route 66 Hall of Fame & Museum
- Ascend the Gateway Arch for panoramic views
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 Operated in English Operator Cosmos From $4,199
2% Off- US$4,099You save $100
Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2025)
29 Reviews by TourRadar travelers
- Explore Chicago's iconic architecture
- Celebrate at Holland's Tulip Time Festival
- Stay at Mackinac Island's Grand Hotel
Duration 9 days Destinations Chicago, Mackinac Island, Holland, Grand Rapids, Frankenmuth, Southfield, Dearborn Age Range up to 99 year olds Operated in English Operator Collette From $3,799
10% Off- US$3,419You save $379
- Explore Chicago's Magnificent Mile
- See Mount Rushmore's iconic sculpture
- Tour Yellowstone's geothermal wonders
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 Operated in English Operator Travel Talk From $5,760
45% Off- US$3,168You save $2,592
- Explore Chicago's iconic architecture
- Witness the grandeur of Mount Rushmore
- Discover Yellowstone's geothermal wonders
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 Operated in English Operator Omega Tours From
45% Off- US$3,584
- Explore Millennium Park and The Loop
- Tour Chicago's iconic landmarks and museums
- Visit Cleveland's Art Museum and Little Italy
Duration 10 days Destinations Chicago, Cleveland, Niagara Falls, Corning, New York City, Washington DC Age Range up to 85 year olds Operated in English Operator Europamundo From $2,130
15% Off- US$1,811You save $319
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