Page 3 - Best Seasonal & Holiday Activities 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: 360 Chicago Observation Deck Sip and View Ticket

172 Reviews

Chicago: 360 Chicago Observation Deck Sip and View Ticket

Take your cocktail hour to a new level at CloudBar, 1,000 ft above the Magnificent Mile, with a full 360-degree view of Chicago.

$43.50

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Lincoln Park Spirits: A Ghostly Walk

"Uncover ghostly tales in “Lincoln Park Spirits”, from Julia Porter Park to Oz Park, exploring haunted spots like The Red Lion Pub and Victory Gardens Theater in Chicago’s Lincoln Park."

$493.13

From

Romantic Date Private Art Experience

Present your loved one with an unforgettable date! What could be more romantic than creating together?

$463.05

From

Chicago: Ghost Bus Tour of Haunted Locations

Join a ghost tour of Chicago established by author and seasoned paranormal researcher Ursula Bielski. Take the bus to intriguing sites, including the Lincoln Park Zoo, John Hancock Building, and more.

$54.00

From

Chicago: Ghosts & Hauntings of the Windy City Walking Tour

31 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.

$25.60

~~From $32.00~~

Best Seller

Chicago: Gangsters and Ghosts Guided Walking Tour

1020 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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Bobby's Fright Hike: Halloween Edition Chicago Bike Tour

2 Reviews

Bobby's Fright Hike: Halloween Edition Chicago Bike Tour

Join Bobby’s Bike Hike as we unleash our Halloween "Fright" Hike bike tour through the city of Chicago. Professional actors will guide you through the scariest stories of the city, bringing to life the most famous ghosts who still haunt Chicago today.

$54.99

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