All things to do in Chicago

All things to do in Chicago

Tours & things to do hand-picked by our insiders

From USD $23.00
From USD $35.95
$39.95 Save $4.00
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Chicago CityPass

5 star rating: Highly Recommended 250 Reviews

Chicago CityPASS is the best deal in the Windy City, giving you discounted admission to five of the city's premier attractions. The Chicago CityPASS ensures ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $98.00

Chicago Architecture River Cruise

5 star rating: Highly Recommended 1884 Reviews

Experience one of the world’s most beautiful cities on a 75-minute cruise on the historic Chicago River. On this architecture cruise, head down the main branch ...  Read more

Location: Chicago, Illinois
Duration: 75 minutes

From USD $33.60

Chicago Grand Half-Day Tour

4 star rating: Recommended 291 Reviews

This comprehensive half-day tour of Chicago is the perfect introduction to the Windy City! Discover the highlights of Chicago’s North Side and South Side ...  Read more

Location: Chicago, Illinois
Duration: 4 hours

From USD $48.00

Viator VIP: Willis Tower Skydeck Early Access, Trolley City Tour and Chicago River Cruise

4.5 star rating: Recommended 76 Reviews

See classic Chicago sights with this Viator VIP package that includes early entry to the Skydeck in Willis (formerly Sears) Tower where you'll be greeted and ...  Read more

Location: Chicago, Illinois
Duration: 6 hours

From USD $124.00

360 Chicago Observation Deck (formerly John Hancock Observatory) Admission

4.5 star rating: Recommended 68 Reviews

The best views of Chicago can be yours at 360 Chicago (John Hancock Observatory)! Perched 94 stories above the Windy City, the 360 Chicago provides commanding ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $20.50

Chicago Style Food Tour

5 star rating: Highly Recommended 27 Reviews

Confused on what to see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond. ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $49.95

Snowshoe Rental on Geneva Lake

This local rental store is centrally located between Chicago and Milwaukee offering year round paddle and winter activities. 24 hour snowshoe rental ...  Read more

Location: Lake Geneva, Wisconsin
Duration: 1 day

From USD $23.75

Big Bus Chicago Hop-On Hop-Off Tour

4 star rating: Recommended 48 Reviews

The lakeside metropolis of Chicago is famous for its striking skyscrapers, world-class museums and colorful political history. Explore the Windy City at your ...  Read more

Location: Chicago, Illinois
Duration: 24, 48 or 72 hours

From USD $40.00

Tommy Gun's Garage Dinner and Show

5 star rating: Highly Recommended 134 Reviews

Welcome to the only speakeasy dinner show in Chicago Tommy Gun's Garage! Just say the password and you'll be transported back to the roaring twenties. You'll ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $65.00

Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour

5 star rating: Highly Recommended 59 Reviews

Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city. Appreciate the interiors ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $26.00

Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 23 Reviews

Experience all of Chicago’s best sights from the air on this exciting helicopter tour! Aboard a state-of-the-art helicopter, you'll enjoy a magnificent view of ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes

From USD $149.00

Chicago Prohibition Tour

5 star rating: Highly Recommended 55 Reviews

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why ...  Read more

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $44.99

Blue Man Group at the Briar Street Theater in Chicago

5 star rating: Highly Recommended 95 Reviews

See the Blue Man Group, one of Chicago's longest running shows, at the Briar Street Theater in downtown Chicago. The phenomenon that has visited cities around ...  Read more

Location: Chicago, Illinois
Duration: 105 minutes

From USD $69.00

Chicago Film Tour

4.5 star rating: Recommended 43 Reviews

Movie buff or not, you’ll see the best of Chicago on this movie tour of the city! Travel by luxury air-conditioned coach through 30 miles (48 km) of Chicago ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Small-Group Chicago Food Experience: Gold Coast and Old Town

5 star rating: Highly Recommended 77 Reviews

Discover Chicago's culinary side on this three-hour walking tour to taste the delicious flavors of the Gold Coast and Old Town. Along the way, your guide will ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $49.99
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