Chicago Things To Do & Experiences
Chicago is full of a number of great experiences like food & cocktail tours, dinner cruises along the shores of Lake Michigan & more. These Chicago experiences make great gifts for family or friends, or you can book one for yourself!
Top Experiences in Chicago
We think you'll like these.

Legendary Chicago Pizza Tour
Chicago, IL
From $75.00

Bikes, Bites, and Brews Tour - North Side Route
Chicago, IL
From $85.00

Sunset Kayak Tour
Chicago, IL
From $82.00

Tandem Skydiving
Chicago, IL
From $258.00

Architectural Kayak Tour
Chicago, IL
From $82.00

Fly a Cessna
Chicago, IL
From $244.00

Chicago Date Night
Chicago, IL
From $199

Chicago Lunch Cruise
Chicago, IL
From $100.00

Prohibition Cocktail Tour
Chicago, IL
From $55.00

Treetop Adventure with Go Ape
Chicago, IL
From $66.00

Murder Mystery Dinner Show
Chicago, IL
From $87.00

Chicago Gourmet Brunch Cruise
Chicago, IL
From $144.00

Learn to Fly a Helicopter
Chicago, IL
From $495.00

Lakefront Speedboat Tour
Chicago, IL
From $48.00

Fireworks Kayak Tour
Chicago, IL
From $82.00
Best Views in The Windy City
Breathtaking skylines and must-see sights.

360 Chicago Observation Deck on Weekends and Sunsets
Chicago, IL
From $35.00

Go City | Chicago All-Inclusive Pass - 2 Days
Chicago, IL
From $184.00

Historic Chicago Ghost Tour
Chicago, IL
From $54.00

Chicago Gourmet Brunch Cruise
Chicago, IL
From $144.00

Nighttime Chicago Scenic Tour
Chicago, IL
From $159.00

Guided Chicago Segway Adventure Along Lake Michigan
Chicago, IL
From $75.00

Chicago Architecture & Highlights Tour
Chicago, IL
From $49.00

Scenic Bike Tour Along the Lake Michigan Shoreline
Chicago, IL
From $49.00

Soar Above the Windy City: The Ultimate Chicago Helicopter Tour
Chicago, IL
From $495.00

Historic and Architectural Cruise on a Chicago Fireboat
Chicago, IL
From $50.00

Scenic Chicago Airplane Tour
Chicago, IL
From $298.00

River & Lake Architectural Cruise
Chicago, IL
From $66.00

Best of Chicago Sightseeing Tour
Chicago, IL
From $199.00

Best of Chicago Walking Tour and River Cruise
Chicago, IL
From $125.00
New Experiences in Chicago
Our latest and greatest.

Outdoor Axe Throwing with Go Ape
Chicago, IL
From $22.00

Relaxing Beer Spa Treatment for Two
Chicago, IL
From $310.00

Countryside Winery and Brewery Cruise
Chicago, IL
From $81.00

Nuclear Disaster Escape Room
Chicago, IL
From $115.00

Relaxing Beer Spa Package
Chicago, IL
From $245.00

Drag Queen Show General Admission
Chicago, IL
From $38.00

Calming 2-Hour Thai Massage
Chicago, IL
From $160.00

Pirates Pub Chicago Cruise
Chicago, IL
From $85.00

Weekend Climbing Course and Zipline Adventure
Chicago, IL
From $85.00

Private Downtown Chicago TV and Movie Sites Tour
Chicago, IL
From $158.00

Visit to the Medieval Torture Museum with Ghost Hunt
Chicago, IL
From $34.00

Haunted Chicago: Ghosts and Gangsters Walking Tour
Chicago, IL
From $35.00
Categories we think you'll like:
Explore categories in Chicago
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Timeless
No time limit
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