Our Top 12 Insider's Picks in Chicago

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

4.5 star rating: Recommended 56 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 CityPass

5 star rating: Highly Recommended 226 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

The Field Museum - Chicago

Explore 26 million artifacts, including SUE, the world’s largest T. rex!  Discover 23 mummies, our dazzling Gem Hall or journey to the powerful Aztec empire!

Location: Chicago, Illinois
Duration: Varies

From USD $23.25

2016 Pepsi® Tall Ships® at Navy Pier

Come aboard for 60 minutes of sailing on Tall Ship Windy, Chicago's Official Tall Ship Ambassador.

Location: Chicago, Illinois
Duration: 60 minutes

From USD $61.60

Chicago Architecture River Cruise

5 star rating: Highly Recommended 1418 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

Skydeck Chicago Admission

4.5 star rating: Recommended 437 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 $22.00

Chicago Dinner Cruise

4.5 star rating: Recommended 36 Reviews

Expect the exceptional on this 3-hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop lounge, ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $129.06

Chicago Grand Half-Day Tour

4 star rating: Recommended 262 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

Behind-the-Scenes Chicago Pizza Tour by Coach

5 star rating: Highly Recommended 62 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 Crime and Mob Tour

4.5 star rating: Recommended 200 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

From USD $35.95
$39.95 Save $4.00

Chicago Segway Tour

5 star rating: Highly Recommended 183 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 $64.99

Chicago City Hop-on Hop-off Tour

4.5 star rating: Recommended 777 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

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