Historical Tours & Trips in Midwest USA
4.5 stars on(7,374 reviews)- Choose from 6 Midwest USA tours
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6 best historical Midwest USA tours
Compiled by
MelissaMidwest USA travel expert at TourRadar
- Mackinac Island (Chicago, IL to Southfield, MI) (2025)
- Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2025)
- Mackinac Island (Chicago, IL to Southfield, MI) (2026)
- Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026)
- Legendary Route 66
- America's Heartland St. Louis, Missouri (Alton) to St Paul, Minnesota
- 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 $3,899
5% Off- US$3,699You save $200
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
11% Off- US$3,399You save $400
- Explore Chicago's iconic architecture
- Ride a horse-drawn carriage on Mackinac Island
- Tour Alden B. Dow's historic home and studio
Duration 9 days Destinations Chicago, Grand Rapids, Mackinac Island, Frankenmuth, Dearborn, Southfield Age Range up to 99 year olds Operated in English Operator Collette From
11% Off- US$3,799
Mackinac Island featuring the Tulip Time Festival (Chicago, IL to Southfield, MI) (2026)
29 Reviews by TourRadar travelers
- Explore Chicago's iconic architecture
- Celebrate at Michigan's Tulip Time Festival
- Relax at Mackinac Island's Grand Hotel
Duration 9 days Destinations Chicago, Holland, Grand Rapids, Mackinac Island, Frankenmuth, Dearborn, Southfield Age Range up to 99 year olds Operated in English Operator Collette From
11% Off- US$3,999
Duration 18 days Destinations Chicago, Springfield, St. Louis Age Range up to 99 year olds Operated in Only: German Operator DERTOUR From
11% Off- US$973
- Explore St. Louis' architectural gems
- Relive Twain's tales in Hannibal
- Tour Burlington's historic downtown
No departure dates availableDuration 8 days Destinations St. Louis, Hannibal, Dubuque, La Crosse, Red Wing, Saint Paul Age Range up to 90 year olds Operated in English Operator Viking Cruises
