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Detroit and Chicago Getaway by Train

5 to 7+ Nights from $324*
* This sample price: priced within the past 7 days for check-in on 3/9/2025. Choose your own arrival dates.

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This 5 night sample itinerary includes:

  • Hotel for 2 nights in Detroit
  • Train from Detroit to Chicago
  • Hotel for 3 nights in Chicago

Travel by train trough Michigan and Illinois. Explore the wonders of Detroit (best known as the center of the U.S. automobile industry: General Motors, Ford, and Fiat Chrysler are all headquartered there. Its also the birthplace of Motown Records) and Chicago (The wind city will blow you away with its steely skyscrapers, museums and rocking festivals). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Flexible Itinerary

  • Detroit, MI

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  • Chicago, IL

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USA

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Trip Summary

  • Detroit, MI
    Detroit, MI

    Detroit is the largest city in Michigan and its commercial and cultural epicenter. It is situated on the Detroit River between Lake St. Clair and Lake Erie directly across from Windsor, Ontario. Detroit is popularly known as the `Motor City` because the city has deep ties not just to the auto industry but also to Motown, the record label that changed popular music forever. Once considered a very unsafe city, much of central Detroit is safer than ever now, and is quite walkable.

    Explore the Detroit Institute of Arts, Henry Ford Museum, Belle Isle, Motown Museum, GM Renaissance Center, Campus Martius Park, Fox Theatre, Comerica Park, Detroit Zoo, Charles H. Wright Museum, Detroit Riverfront, Belle Isle Aquarium, and so much more!

  • Chicago, IL
    Chicago, IL

    Chicago, on Lake Michigan in Illinois, is among the largest cities in the U.S. Famed for its bold architecture, it has a skyline punctuated by skyscrapers such as the iconic John Hancock Center, 1,451-ft. Willis Tower (formerly the Sears Tower) and the neo-Gothic Tribune Tower. The city is also renowned for its museums, including the Art Institute of Chicago with its noted Impressionist and Post-Impressionist works.

    Explore the Millenium Park, Willis Tower, Navy Pier, Shedd Aquarium, Grant Park, Cloud Gate, Field Museum, Chicago Riverwalk and much more.

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