All things to do in Chicago

All things to do in Chicago

Tours & things to do hand-picked by our insiders

From USD $23.25
From USD $71.99
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Chicago CityPass

5 star rating: Highly Recommended 243 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 1772 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 City Hop-on Hop-off Tour

4.5 star rating: Recommended 836 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 most ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $33.00

Skydeck Chicago Admission

4.5 star rating: Recommended 497 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

4.5 star rating: Recommended 70 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 67 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

Chicago Explorer Pass

4.5 star rating: Recommended 130 Reviews

Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 42% on ticket prices. This multi-attraction pass, valid for 30 days after ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $71.99

Lake Michigan Sightseeing Cruise

4.5 star rating: Recommended 56 Reviews

Admire all of Chicago's fabulous lakefront sights and attractions on this 40-minute Lake Michigan boat tour. Cruise along Lake Michigan and ...  Read more

Location: Chicago, Illinois
Duration: 40 minutes

From USD $19.60

Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 22 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

Tommy Gun's Garage Dinner and Show

5 star rating: Highly Recommended 129 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 Architectural River Cruise

5 star rating: Highly Recommended 57 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 Grand Half-Day Tour

4 star rating: Recommended 279 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

Chicago Crime and Mob Tour

4.5 star rating: Recommended 244 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
$39.95 Save $4.00

Chicago Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 67 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 $104.58

360 Chicago Observation Deck (formerly John Hancock Observatory) Admission

4.5 star rating: Recommended 66 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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