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Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
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Tours, activities and experiences bookable on Tripadvisor, ranked in alphabetical order.
“The night tour was great and James was an amazing tour guide who did all these extras to make the ride fun, like light strings and a bubble gun! Perfect views during the day and at night!”
Known as a world-famous hub for architecture, art, and politics, the lakeside city of Chicago has a wealth of must-see sights. Know exactly where to go in the Windy City on this hop-on, hop-off bus tour, complete...read more
“very informative cruising up and down the Chicago river...and then the highlight....passing through the lock out on to Lake Michigan.Very fun! Followed by a wonderful time out and back viewing the city skyline!”
If your feet need a break from the city streets, a short sightseeing cruise is the perfect way to see the best of Chicago without breaking a sweat. Offered regularly throughout the day, it’s easy to fit this tour...read more
“Kylie gave an exceptional tour of many of Chicago’s landmark buildings providing excellent architectural and historical analysis in an interesting and easy to understand fashion.”
Discover the lavish interiors of some of Chicago’s most spectacular buildings when you book this architecture-themed walking tour. Meet your guide in the Loop, and set off on foot. You’ll venture behind closed doors...read more
“In addition to visiting several iconic Chicago restaurants and sites and enjoying their delicious specialties, Gabe took us to several sites important to Chicago’s history and architecture.”
Stroll around the Loop with a guide, discovering Chicago's lively food scene, on this small-group walking tour. Learn about the city's history and culinary heritage from your guide as you stop at favorite local...read more
“His knowledge of the city and its history is so vast as he took us around the loop showing us important architecture and sites where events occurred in the history of Chicago.”
“Highlights included The Wrigley Building, the newly restored Library, now The Chicago Cultural Center, many Louis Sullivan buildings, and a super treat in the Macy’s store on Michigan Avenue, when Brian invited us...”
“This was a really great tour, the guide was informative and fun to be with and I got to see some absolutely amazing interiors I also learnt a lot of interesting history about the development of the city but for me...”
“The tour itself was the perfect blend of indoors, outdoors and a ride on the L-train.”
Chicago’s Pedway is a system of underground tunnels and passageways that are laid out underneath the city so you can get from one end of the Loop to the other without ever going outside. We begin at the Cultural...read more
“This is a great tour to see amazing work from Tiffany.”
Short and highly selective information in the audio commentary for tourist attractions in around ChicagoHighlights of this Self-Guided Audio Tour• It allows you to go as per your own convenience of time, pace and...read more
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new...read more
Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide.You will enjoy a private tour and discover the hidden architectural treasures...read more
Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life and world-famous architecture. Guests will see iconic...read more