All things to do in Chicago

All things to do in Chicago

Tours & things to do hand-picked by our insiders

From USD $22.00
From USD $35.95
$39.95 Save $4.00
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Chicago CityPass

5 star rating: Highly Recommended 249 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 1875 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 289 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

Chicago Style Food Tour

5 star rating: Highly Recommended 26 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

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 $20.00

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

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

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

5 star rating: Highly Recommended 54 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

Art Institute of Chicago Fast Pass Admission

4.5 star rating: Recommended 39 Reviews

Art lover or not, the Art Institute of Chicago – the second-largest art museum in America – is not to be missed. Located in Chicago’s Grant Park, this amazing ...  Read more

Location: Chicago, Illinois
Duration: Varies

From USD $35.00

Blue Man Group at the Briar Street Theater in Chicago

5 star rating: Highly Recommended 94 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 Prohibition Tour

5 star rating: Highly Recommended 53 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

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

5 star rating: Highly Recommended 76 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

Chicago Segway Tour

5 star rating: Highly Recommended 194 Reviews

Hop on the most innovative tour to hit Chicago in years! Gliding around the Windy City on your very own Segway, you'll see all the famous sights - Buckingham ...  Read more

Location: Chicago, Illinois
Duration: 2 or 3 hours

From USD $70.85
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