All things to do in Chicago

All things to do in Chicago

Tours & things to do hand-picked by our insiders

From USD $71.99
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Chicago CityPass

5 star rating: Highly Recommended 210 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 ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $98.00

Chicago Architecture River Cruise

5 star rating: Highly Recommended 1055 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 ...  Read more

Location: Chicago, Illinois
Duration: 75 minutes

From USD $33.60

Chicago City Hop-on Hop-off Tour

4.5 star rating: Recommended 727 Reviews

See all the sights of Chicago at your own pace! On a Chicago City Hop-on Hop-off Tour you can get off the bus at any scheduled stop to visit Chicago's ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $35.00

Skydeck Chicago Admission

4.5 star rating: Recommended 366 Reviews

Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $22.00

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

4 star rating: Recommended 36 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

Behind-the-Scenes Chicago Pizza Tour by Coach

5 star rating: Highly Recommended 58 Reviews

Get an exclusive view inside four famous Chicago pizzerias on this 3.5-hour tour and enjoy delicious slices at each! With your small group by mini-coach, go ...  Read more

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $59.99

Big Bus Chicago Hop-On Hop-Off Tour

4 star rating: Recommended 17 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 $35.10

Chicago Crime and Mob Tour

4 star rating: Recommended 171 Reviews

Some of the world’s most notorious criminals, mobsters and gangsters bamboozled their way through Chicago. On this Chicago crime tour, escape into the ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes

From USD $35.95

Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 16 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 ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes

From USD $198.99

Tommy Gun's Garage Dinner and Show

5 star rating: Highly Recommended 117 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 Explorer Pass

5 star rating: Highly Recommended 100 Reviews

Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 42% on ticket prices. This multi-attraction pass, valid ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $71.99

Chicago Grand Half-Day Tour

4 star rating: Recommended 246 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 $47.99

Chicago Architectural River Cruise

5 star rating: Highly Recommended 6 Reviews

Take in the views on this 90-minute Architectural Tour, a jaw-dropping excursion through a city that defied all expectations … even the laws of ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes

From USD $42.56

Chicago Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 47 Reviews

Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $78.44
$104.58 Save $26.14

360 Chicago Observation Deck (formerly John Hancock Observatory) Admission

4.5 star rating: Recommended 55 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
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