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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.
“Our tour guide was Dylan and he was excellent, very informative tour and his jokes gave the tour a relaxed and enjoyable feel- would recommend this tour if you’re visiting the city!”
Combine a Chicago history lesson with supernatural tales for an ideal activity for adults and kids. Go back in time on the Gangsters and Ghosts tour to hear about Chicago in the roaring 1920’s when speakeasies...read more
“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
“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
“This tour offered a local perspective of Chicago so it totally didn’t feel like a scripted tour at all. Kelly gave us interesting and unique facts about Chicago’s architecture and transportation and history, even...”
“We especially enjoyed the river tour and double-decker bus - because those tours shared a lot of the city's history.”
Discover the Windy City your way with a Go Chicago Explorer Pass by Go City. Valid for 60 days, the pass is ideal for travelers who want to take their time exploring the city. You can visit top attractions such as...read more
Enjoy admission to more than 25 of Chicago's most popular attractions with Go City's All-Inclusive Pass. Go City lets you create your own itinerary and save far more than if you were to purchase individual...read more
“Paul, our fearless and fun loving guide, led us on our amazing 3 hour tour by showing us the highlights of Chicago and sharing the historical events telling the incomparable story of a one of a kind place.”
Get close to Chicago's most important monuments and parks on a top-rated bike tour that travels entirely on the city’s abundant bike paths, so there's no need to worry about traffic. Pedal through Grant Park, along...read more
“Finishing the tour right by Navy Pier around 2:00 pm fueled and ready to play, the boys cooled off in a nearby water park, before ending our first day enjoying the Navy Pier and a Riverwalk stroll back to the hotel.”
“Our tour guide Dave was incredibly knowledgeable about the history of the city and was able to fill our tour with fun facts about the buildings and neighborhoods we explored.”
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
“Our guide was super fun, friendly and knowledgeable.”
“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
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
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
“Chicago Dave was an awesome tour guide and made the experience so much fun for us all.”
Join a local guide on this exploration of Chicago’s amazing food scene! Navigate through the downtown streets straight to the vendors and restaurants We love most!As we pass by places like the Chicago Riverwalk and...read more
Join a local guide on this exploration of Chicago’s amazing food scene! The Loop is buzzing with activity, day and night, and your local guide will navigate you through the downtown streets straight to the vendors...read more