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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.
“It is a guided tour the takes you around Chicago’s Must See areas such as the Willi’s Tower, Art Institute of Chicago, and Millennium Park where the famous “bean” of Cloud Gate is located.”
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
“Once in Chicago we took a river boat tour that showed us insights of the city that ended up at spectacular Lake Michigan, which allowed us to admire the impressive city skyline as sailors arriving at a mystical land.”
To truly appreciate Chicago's famous skyline, admire it from the water on this top-rated Lake Michigan architecture cruise. While most sightseeing boats remain on the Chicago River, this one gives you a panoramic...read more
“Our tour guide, Lara was very friendly, informative and did everything possible to make the tour fun.”
“This tour really helped us acclimate on day one of our vacation, and we constantly referred back to points we had driven by as we navigated the city on our own throughout our trip.”
“Walking pace between food stops was just right, food choices were scrumptious, and history narratives, views of the river, architecture, and choice of stops superb!”
Combine tastes of Chicago's most famous foods with stops at local must-see landmarks on a single tour. Instead of spending the day chasing down these foods and highlights on your own, save valuable vacation time by...read more
“We had a really fun time learning about the architecture of the city and we were especially impressed by our guide's passion for some of the amazing records set by women architects and his recommendations for book...”
“It was very enjoyable for the whole family, Heath ,our guide, was outstanding, - very knowledgeable, entertaining, articulate and patience with questions.”
See the beauty of Chicago from a new vantage point by going on this scenic cruise along the Chicago River and Lake Michigan shoreline. It’s a great way to spot multiple top Chicago landmarks in a short space of...read more
“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...”
“We had Rich!!! Excellent tour that included history and food!”
Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish!Our two-part tour begins by exploring the heart of downtown Chicago - with its...read more
“The tour operator was great with brilliant communication and our guide (Colm) was excellent, really friendly and knowledgeable.”
“Hand picked exteriors and interiors such as London House, Langham Hotel and Chicago Cultural Center will give you an appreciation for the variety and outstanding architectural achievements located within blocks of...”
Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along with a local guide to check out some of the Must See...read more
Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view....read more
“The tour was interesting and informative with a nice combination of commentary on architecture and a visit to many featured attractions ... strongly recommend!”
Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art Institute of Chicago, Willis (Sears)...read more
This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures...read more
Are you looking for a way to see the wicked city without joining a tour group? Explore at your own pace with this affordable walking tour.• Find the city’s dark side with stories of opium trade, the city’s first...read more
Welcome to Chicago! Here in the Windy City, there’s got outstanding architecture, inspiring public art, and a fabulous downtown district. Come along with a local guide to check out some of the Must See spots in...read more
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax,...read more
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour.• Take in Chicago’s concrete giants and hear fascinating stories about quirky...read more
“As the other tours from the Chicago Architecture it was a great tour and gave valuable insights about the buildings along the Magnificent Mile and their history.”
Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking...read more
Where does the Name Chicago come from? Experience the most rewarding adventure with your family on our exclusive family walking tour. Our family-friendly local professional guide will make sure the kids have as much...read more
“Our guide was super fun, friendly and knowledgeable.”