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There's more to Chicago than can be experienced in three days, but we've got some suggestions to get you started. Day 1: The City The Chicago CityPass gives you discounted admission to five of the city's premier attractions: Hancock ... 

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Tours & Tickets

Chicago City Hop-on Hop-off Tour

4.5 star rating: Recommended 416 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 $33.24

Skydeck Chicago Admission

4.5 star rating: Recommended 93 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 third-tallest ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $18.00

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

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: 5 hours 30 minutes (approx.)

From USD $124.99

Behind-the-Scenes Chicago Pizza Tour by Coach

5 star rating: Highly Recommended 19 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 (approx.)

From USD $60.00

Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 6 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: 30 minutes (approx.)

From USD $198.99

Chicago Crime and Mob Tour

4.5 star rating: Recommended 14 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 city’s ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes (approx.)

From USD $33.96
$39.95 Save $5.99

Chicago Grand Half-Day Tour

4 star rating: Recommended 111 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 and ...  Read more

Location: Chicago, Illinois
Duration: 4 hours (approx.)

From USD $45.00

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

5 star rating: Highly Recommended 25 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 (approx.)

From USD $50.00

Breakfast in the Sky: Early Access to Skydeck of Willis Tower in Chicago

Start your day with a breathtaking view of Chicago and a hearty breakfast on a glass-enclosed balcony 103 stories up! Ascend to the Skydeck of Willis Tower, ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes (approx.)

From USD $146.99

Chicago City Tour with Optional River Cruise

4.5 star rating: Recommended 10 Reviews

Don’t miss Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert ...  Read more

Location: Chicago, Illinois
Duration: Varies

From USD $39.00

Lake Michigan Speedboat Ride

5 star rating: Highly Recommended 8 Reviews

Feel the need for speed? This exhilarating speedboat ride takes you out onto Lake Michigan for the ride of a lifetime. Experience the roar of the ...  Read more

Location: Chicago, Illinois
Duration: 30 minutes (approx.)

From USD $24.80

Chicago Pizza and Beer Tour

On this Chicago pizza-tasting tour with a friendly guide, visit four local pizzerias to try Chicago’s famous pizza and relax over cold beer or fine wine. ...  Read more

Location: Chicago, Illinois
Duration: 3.5 hours

From USD $79.99

Chicago North Side Tour

4.5 star rating: Recommended 2 Reviews

Experience the vitality and excitement of Chicago on this sightseeing tour! Explore Chicago's main business district, one of the financial epicenters of the ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $27.99

Chicago Walking Tour: Modern Architecture

4.5 star rating: Recommended 4 Reviews

Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $14.99

Chicago Progressive Dining Tour

Tour Chicago aboard a comfortable coach bus and enjoy a unique dining experience on this 3-hour progressive dining tour. Visit three Chicago restaurants for ...  Read more

Location: Chicago, Illinois
Duration: 3 hours (approx.)

From USD $85.00

Chicago Independent Bike Tour with Full-Day Rental

Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $16.20

Chicago Blues City Tour

3 star rating: Worth doing 4 Reviews

Follow the path of the Chicago blues music genre and the famous Blues Brothers on a luxury coach tour through the city. Hear interesting facts about how the ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes (approx.)

From USD $30.00

Best of Chicago Tour Including a Deep-Dish Pizza

2.5 star rating: It was OK, but could have been better 4 Reviews

Accompanied by a local guide, take a city tour of Chicago and see its spectacular sights before ending the tour with a famous Chicago-style deep-dish pizza! ...  Read more

Location: Chicago, Illinois
Duration: 5 hours 30 minutes (approx.)

From USD $60.00

Lake Michigan and Chicago River Architecture Cruise by Speedboat

Chicago is renowned for its stunning and original architecture, and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all ...  Read more

Location: Chicago, Illinois
Duration: 75-minutes

From USD $36.10

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