4 star rating: Recommended 25 Reviews

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  • Location: Chicago, Illinois
  • Duration:  6 hours (approx.)
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 quickly escorted up to the 103rd floor. After a crowd-free morning looking over the Windy City, take a narrated tour on a classic Chicago trolley that passes John Hancock Center, Field Museum and Millennium Park. Finish your comprehensive Chicago tour — available only through Viator — with an afternoon cruise on the Chicago River with a complimentary drink in hand, learning about the city's many distinctive skyscrapers from an architecture-savvy guide.


  • Viator VIP package to the top Chicago sights including early access to Willis Tower
  • Gain early entry to the Skydeck in Willis Tower for magnificent views without the crowds!
  • Jump on a trolley for a guided tour of top Chicago attractions including the Hancock Center and the Field Museum
  • Admire gorgeous skyline views on a 75-minute cruise of the Chicago River
  • Sip on a complimentary drink as you learn about the city’s architecture
  • Don't miss this insider experience of the best of Chicago — it can't be booked anywhere else!

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What You Can Expect

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

Viator VIP River Cruise

Your grand tour of Chicago begins at 108-story Willis (Sears) Tower, the second tallest building in the United States. Zip up to the 103rd floor for exclusive access to the Skydeck, a series of glass-enclosed balconies that protrude from the sides of the sleek skyscraper. You feel as if you're levitating above the city in these small cubes, designed with 15,000-pound (6,803-kg) glass panels and steel rivets. It’s a feeling that attracts thousands of visitors a day.

With this Viator VIP, you arrive before normal operating hours to enjoy the coveted views some 1,353 feet (1,353 m) in the air without the crowds. During your visit, snap photos and listen to your included audio tour to learn facts and anecdotes about the city and its most famous sights as you mill around the Skydeck uninterrupted.

After an hour at Willis Tower, board a comfortable trolley to begin a 2-hour narrated tour of downtown Chicago. Your insider guide helps you get to know the history and culture of America's third-largest city. See the grand old 1920s-era buildings along La Salle Street in the city's financial district, where you'll make a stop for photos.

Continue on your tour, admiring both old and new architectural masterpieces such as the 19th-century Rookery Building, glass-and-steel skyscrapers by Mies Van Der Rohe, the corncob-shaped towers in Marina City, and famous sculptures by Picasso, Calder, Miró and Chagall, among other notable city landmarks.

Make a stop at Millennium Park to see Pritzker Pavilion, designed by Frank Gehry, before crossing the double-decker drawbridge over the Chicago River. Drive through the bustling Magnificent Mile area, admiring the John Hancock Center, Tribune Tower and Wrigley Building along the way. Pass Grant Park, Soldier Field and the world-renowned Field Museum of Natural History before a stop at Adler Planetarium. Here you can take a moment to delight in jaw-dropping views of the Chicago skyline from the shores of Lake Michigan.

Your trolley tour ends at the popular Navy Pier shopping and amusement area, where you can grab a bite to eat (own expense) and explore on your own for an hour. Then board your 1-hour cruise along the Chicago River narrated by an architecture expert. Learn how architecture flourished in the city after the Great Chicago Fire in 1871, and see more architectural landmarks including the Aon Center, the IBM Building and the distinctive Willis Tower, where you began your tour.

Finish your 5.5-hour VIP tour of Chicago in early afternoon at Navy Pier, where you can find plenty of attractions to entertain you for the rest of the day.

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  • 8:30am: Access to the Skydeck
  • 9:45am: Board the trolley for a 2-hour city tour
  • 11:45am: Arrive at Navy Pier
  • 1pm: Architecture cruise

Customer Reviews

5 star rating: Highly Recommended August 2015

A lot of fun to be had as well as being very informative

5 star rating: Highly Recommended August 2015

It was a great experience. I highly recommend it to anyone visiting Chicago.

5 star rating: Highly Recommended July 2015

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5 star rating: Highly Recommended July 2015

LOVED the VIP Tour. Deck - Awesome! Trolley City Tour, our guide Reggie was amazing! River cruise fun!

5 star rating: Highly Recommended July 2015

Great tours! River cruise very informative! The rain didn't stop us from having fun! The trolley tour was fun! Willis Tower was on an extremely cloudy morning, but they gave us rain checks and the evening trip back was awesome!

5 star rating: Highly Recommended June 2015

Great Tour and well organised. A little more explanation as to where to show voucher and get ticket for the River Cruise would be advantageous AND THE TIME OF OUR TOUR WAS OUT BY ONE HOUR. wE MANAGED TO GET ON AEARLIER BOAT, ONLY JUST. BUT OTHERWOSEW OULD HAVE HAD ATWO HOUR WAIT WITH THE nAVY pIER BASICALLY CLOSED FOR CONSTRUCTION. ttHIS SHOULD HAVE BEEN POINTED OUT IN ADVANCE.

5 star rating: Highly Recommended December 2014

I would recommend this tour to everyone who looks for an "all-inclusive highlights" of Chicago.

5 star rating: Highly Recommended November 2014

This VIP tour was outstanding. Having the Ledge to myself without the crowds was great and the tour guides who led the trolley tour and Chicago River tour were entertaining and knowledgeable.

5 star rating: Highly Recommended November 2014

This was great tour .it is really worth to buy .

5 star rating: Highly Recommended October 2014

This trip was amazing. Especially our boat tour guide. He had a remarkable amount of detail all memorized. I wish we coudl get a print out of his talk so we could remember the informaiton.

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Tour code: 6616VIPSKTRCR


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