Best Hidden gems in Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

6 Reviews

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Travel back in time to the 1920s, when Chicago was a Prohibition Era hub for lively speakeasies. Your guide, a young, local historian, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters.

$950.00

From

Best Seller

Chicago: Gangsters and Ghosts Guided Walking Tour

1012 Reviews

Chicago: Gangsters and Ghosts Guided Walking Tour

Embark on a history-based guided walking tour and discover the stories of Chicago’s gangsters and ghosts. Learn about the city’s darker side and creepy past as you explore the Chicago Loop district.

$35.00

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Chicago: Ultimate Food Walking Tour with Tastings

42 Reviews

Chicago: Ultimate Food Walking Tour with Tastings

Join the ultimate foodie adventure in Chicago with a food and tasting walking tour. Explore from deep-dish pizza to Chicago-style hot dogs and get the insider's take on the city’s culinary history.

$63.75

~~From $75.00~~

Chicago: Ghosts & Hauntings of the Windy City Walking Tour

30 Reviews

Chicago: Ghosts & Hauntings of the Windy City Walking Tour

Mingle with Northside Chicago's ghostly mobsters and serial killers on this thrilling haunted walking tour by US Ghost Adventures.

$26.40

~~From $33.00~~

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