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

Overview
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.
City: Chicago
Sun 23 Feb
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You can choose the date already on the booking website
Starting at $125.00
Sun 23 Feb
Starting at $125.00
Make a reservation
What's Included
Expertly guided walking tour with Local Guide
Tickets to first entry at the Willis Tower Sky Deck
River Cruise
Additional Info
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.
  • 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
  • Face masks required for travellers in public areas
  • Face masks required for guides in public areas
  • Hand sanitiser available to travellers and staff
  • Social distancing enforced throughout experience
What To Expect
1
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.
2
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.
3
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.
4
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.
5
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.
6
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.
Show 3 more stops
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews (2)
KETKIASHER
Nov 2021
We did this tour in September 2021. Our guide was amazing and very knowledgable. Would highly recommend this tour. I forgot my guide's name, else I would have given him a big shout out here!
Salem_H
Aug 2021
Our tour guide was great! He explained everything thoroughly and the description of the tour is exactly what you expect. You spend about 10 min at each spot (looking at the inside and outside) and as you walk from one place to the next the tour guide takes time to explain the history of Chicago and fun facts. I love how honest and real he was with us. He was patient when answering our questions and when he didn’t know he humbly told us so. At the end he gave recommendations on where to eat and shop. He made visiting Chicago feel less overwhelming. You leave the tour feeling like you have a good idea of the background and history. Loved it! Would do another tour with him again

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