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Chicago
Tours & things to do hand-picked by our insiders

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

6 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 6 hours (approx.)
From USD $124.99

Chicago CityPass

184 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: Flexible
From USD $96.00

Chicago by Night Helicopter Tour

9 reviews

Watch the Chicago skyline sparkle from the air on this thrilling nighttime helicopter tour! Aboard a heated, state-of-the-art helicopter, soak in amazing views ...  More info

  • Location: Chicago, Illinois
  • Duration: 30 minutes (approx.)
From USD $198.99

Go Chicago Card

94 reviews

With the Go Chicago™ Card, get access to more than 25 top Chicago attractions, tours and activities all at one low price! Tour the Shedd Aquarium; enjoy fun ...  More info

  • Location: Chicago, Illinois
  • Duration: 1, 2, 3 or 5 days
From USD $84.99

Chicago Architecture River Cruise

526 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 1 hour 15 minutes (approx.)
From USD $31.75
USD $34.61 Save:USD $2.86

Chicago City Sights Helicopter Tour

26 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 30 minutes (approx.)
From USD $198.99

Chicago Airport Roundtrip Transfer

89 reviews

Travel in comfort from the airport to your downtown Chicago hotel and back again with a Chicago Airport Roundtrip Transfer. Take the hassle out of your ...  More info

  • Location: Chicago, Illinois
  • Duration: Varies
From USD $39.25

Chicago Progressive Dining Tour

2 reviews

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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From USD $84.99

Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock Observatory)

39 reviews

Take a tour of Chicago and visit the 360 Chicago (John Hancock Observatory)! This comprehensive half-day tour is the perfect introduction to the Windy City. ...  More info

  • Location: Chicago, Illinois
  • Duration: 4 hours (approx.)
From USD $63.00

Chicago Sunset Dinner Cruise with Buffet

34 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From USD $98.99

Chicago City Hop-on Hop-off Tour

566 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: Flexible
From USD $34.99

Private Arrival Transfer: Chicago Airport to Downtown Chicago

60 reviews

Why stress about finding a taxi at Chicago's busy airports when you can book a private car in advance? Ensure a smooth ride from Chicago O'Hare International ...  More info

  • Location: Chicago, Illinois
  • Duration:

    Varies

From USD $15.05

Tommy Gun's Garage Dinner and Show

101 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 3 hours (approx.)
From USD $64.99

Chicago Crime and Mob Tour

71 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: 1 hour 30 minutes (approx.)
From USD $35.95
USD $39.95 Save:USD $4.00

Skydeck Chicago Admission

256 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 ...  More info

  • Location: Chicago, Illinois
  • Duration: Flexible
From USD $19.49