Best of Chicago: First Elevator at Skydeck, River Cruise, & Inside the Loop Tour

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From $125.00

2 reviews   (5.00)

Price varies by group size

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Pricing Info: Per Person

Duration: 5 hours

Departs: Chicago, Chicago

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

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Get ready to discover the storied architecture of Chicago. You’ll take the first elevator ride of the morning up to Skydeck at Willis Tower to see the city from a birds-eye prime vantage spot. Journey back to street level for an immersive tour of the Loop guiding you from the iconic ‘L’ train circling downtown Chicago to the city’s impressive Art Deco architecture. This insider’s look will supply you with the history to truly appreciate these colossal structures. A 90-minute river cruise awaits at the end of the tour taking you from the Chicago River to Lake Michigan.

What's Included

Expertly guided walking tour with Local Guide

River Cruise

Tickets to first entry at the Willis Tower Sky Deck

What's Not Included


Hotel pickup and drop-off

Traveler Information

  • INFANT: Age: 0 - 1
  • CHILD: Age: 2 - 14
  • ADULT: Age: 15 - 99

Additional Info

  • Face masks required for travellers in public areas
  • PLEASE NOTE: Walks complies with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Chicago government guidelines for the most up to date information
  • Social distancing enforced throughout experience
  • We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.
  • Face masks required for guides in public areas
  • Hand sanitiser available to travellers and staff
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.

What To Expect

Monadnock Building
Begin your tour at the base of the Monadnock Building where your expert local guide will be waiting to take you on a journey through the city’s most storied structures.

• Admission Ticket Free

Skydeck Chicago - Willis Tower
At Willis Tower, take the first elevator of the day up 103 floors to the Skydeck. Take advantage of the observational decks to get the best possible view of the city from above.

45 minutes • Admission Ticket Included

Chicago Board of Trade Building
Traverse Chicago’s Financial District alongside your local guide and see the city’s Art Deco architecture will be laid out before – or rather, above – you! Pass the magnificent Board of Trade Building and take in the statue of Ceres, Ancient Greek goddess of the harvest, looming over the skyline three stories high.

10 minutes • Admission Ticket Free

The Rookery Building
Walk through the awe-inspiring lobby designed by Frank Lloyd Wright at the Rookery. Many elements here only an expert can point out, including the secret glass mosaics adorning the lobbies. You’ll listen to the history of the cast of characters that brought Chicago to world-wide fame, admire one of the world’s most historically significant doors and get a view of the largest Tiffany glass dome in the world.

15 minutes • Admission Ticket Free

Millennium Park
Millennium Park is the next stop where the iconic Cloud Gate can be found. After getting a picture in front of ‘The Bean’, it’s time to walk up Michigan Avenue for more architectural stories and history.

30 minutes • Admission Ticket Free

Chicago Riverwalk
The last stop of the day is Chicago’s iconic Riverwalk for a 90-minute architecture cruise, passing down the Chicago River and Lake Michigan. Enjoy the snacks and refreshments available to purchase on board, and take in the day’s discoveries from the water.

1 hours • Admission Ticket Included

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