Best of Chicago: Architecture & Highlights City Private Tour

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Get the best of Chicago with a local guide on this walking tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’!


  • See the top attractions of Chicago with a local tour guide
  • Visit iconic Chicago landmarks like The Bean, Union Station, & Wrigley Building
  • Explore the Chicago Loop and its fabulous array of architecture
  • Walk down Magnificent Mile and find the best place to grab a Chicago dog
  • Enjoy an included $5 pass to ride the Chicago ‘L’ train and a local snack on us!


We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, visit Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean. We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building. Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier. During your tour, your guide will treat you to a local snack as well as a $5 train pass so we can really maximize our time sightseeing in Chicago!


Local English-speaking guide, local snack, all-day train pass

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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