522 activities · USA
Chicago, USA, has 522 activities, tours and experiences to book. Don't miss: Willis Tower, Art Institute of Chicago, 875 North Michigan Avenue, Aon Center.
01Things to do

Willis Tower
Office building

Art Institute of Chicago
Art museum

875 North Michigan Avenue
Office building

Aon Center
Office building

United Center
Stadium

Soldier Field
Stadium
02Activities to book
Selling fast
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Free cancellation
Free cancellation
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Free cancellation
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Bestseller
Free cancellation
Bestseller
Free cancellation
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Top pick
Free cancellation
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Private tour
Free cancellation
Private tour
Selling fast
Free cancellation
Skip the line
Private tour
Free cancellation
Private tour
Free cancellation
Private tour
Free cancellation
Private tour
Free cancellation
Private tour
Bookable
Bookable
Private tour
Bookable
Skip the line
Deal
Top pick
Top pick
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Top pick
Selling fast
Top pick
Free cancellation
Selling fast
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Top pick
Bookable
Selling fast
Top pick
Top pick
Top pick
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Bookable
Selling fast
Deal
Deal
Top pick
Top pick
Selling fast
Selling fast
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Deal
Free cancellation
Bookable
Free cancellation
Private tour
Bookable
Free cancellation
Bookable
Selling fast
Selling fast
Free cancellation
Free cancellation
Free cancellation
Selling fast
Selling fast
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Private tour
Free cancellation
Free cancellation
Free cancellation
Selling fast
Selling fast
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Selling fast
Skip the line
Free cancellation
Private tour
Selling fast
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Selling fast
Free cancellation
Free cancellation
Free cancellation
Bookable
Free cancellation
Free cancellation
Bookable
Selling fast
Free cancellation
Selling fast
Free cancellation
Free cancellation
Bookable
Private tour
Bookable
Private tour
Private tour
Free cancellation
Private tour
Private tour
Free cancellation
Private tour
Deal
Free cancellation
Free cancellation
Bookable
Free cancellation
Private tour
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Free cancellation
Private tour
Free cancellation
Free cancellation
Free cancellation
Private tour
Private tour
Selling fast
Private tour
Selling fast
Private tour
Selling fast
Private tour
BookableChicago has 522 activities, tours and day trips you can book online. Among the most booked: « Chicago River 90 Minute Architecture Tour », « Chicago Architecture River Cruise », « Chicago River 45-Minute Architecture Tour from Magnificent Mile ».
According to traveller reviews: « Chicago Architecture Center River Cruise aboard First Lady » (4.9/5, 7,594 reviews) ; « Chicago Favorites Ultimate Food and Walking Tour » (4.9/5, 2,395 reviews) ; « Chicago River 90-Minute Architecture Boat Tour » (4.8/5, 1,985 reviews).
Not to be missed in Chicago: Willis Tower, Art Institute of Chicago, 875 North Michigan Avenue, Aon Center, United Center, Soldier Field.
Usually, yes: 22 of the 24 most popular activities in Chicago offer free cancellation. The exact terms are shown on each activity page before you book.
Duration
2 h
Language
English
Guidance
Guide
Group
Up to 30 pers.
Booking
Instant confirmation
Lead time
Book up to 2 h before departure
Ticket
Mobile or paper ticket accepted
Tickets
One per booking
Cancellation
Free cancellation available
Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the iconic Palmolive Building, this guided experience takes you through the city’s Gold Coast and beyond, uncovering the eerie aftermath of the Great Chicago Fire and the restless spirits it may have left behind. Along the way, you’ll visit a curated mix of historic sites and local bars, blending chilling storytelling with time to grab a drink and soak in the atmosphere. Adults 21+ only, must have valid I.D.
Choose your option when you book.
Duration: 2 hours
One of the only structures to survive the Great Chicago Fire of 1871, the Chicago Water Tower stands as a haunting reminder of the disaster that reshaped the city. As flames tore through Chicago, a watchman remained inside, desperately trying to keep the pumps running before meeting a tragic end. Today, visitors report seeing a shadowy figure pacing in the upper windows - believed to be the watchman still standing guard, frozen in time.
This stunning cathedral holds a dark connection to Chicago’s Prohibition-era violence. In 1926, notorious gangster Hymie Weiss was gunned down on the steps during a brazen mob hit, an event that left its mark both physically and spiritually. To this day, visitors report cold spots, shadowy figures, and an eerie feeling of being watched. Some even claim the bullet holes from that violent day refuse to stay covered.
Founded in 1834, St. James Cathedral is one of Chicago’s oldest religious landmarks—and a quiet witness to the city’s turbulent history. Much of the original structure was destroyed in the Great Chicago Fire, leaving behind only the scorched bell tower as a lasting reminder of the devastation. While not known for dramatic hauntings, many visitors describe a heavy, reflective atmosphere, as if the weight of history still lingers in the stones.
This opulent Gilded Age mansion, now home to the Driehaus Museum, was built as a “fireproof” response to the Great Chicago Fire, yet its history may be anything but calm. Visitors and staff have reported unexplained noises, cold drafts, and even apparitions, including a young girl and a mysterious “Lady in Red” seen throughout the home. With its grand staircases, dimly lit corridors, and preserved 19th-century interiors, the house feels like stepping into another era, one that may not be entirely at rest.
Departure
Meet out front of the Palmolive Building, across the street from the Drake Hotel and Espression By Lavazza.
End
Tour will conclude near this spot.
1 traveler(s) minimum · 12 maximum per booking.
For a full refund, cancel at least 24 hours before the scheduled departure time.
This activity can be canceled in case of bad weather or if there aren't enough participants.
Product code: 349732P5
Activity offered by Ghost City Tours of Chicago via Viator.