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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.
“He was very knowledgeable and answer all questions he made the ride interesting and fun! 10/10 recommend when you book ask for Clifton to be your host!”
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
“Great your, Connor was very informative and fun! Went on this tour with my husband who used to live in Chicago and we both learned a lot! We’ve been going down the rabbit hole on a few of the stories Connor mentio...”
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 Chicago Favorites Food & Walking Tour was the perfect blend of walking, eating, history and fun!”
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
“The tour was very informative and the stops for photos was great Our driver Rick was very friendly and funny The boat tour was also very informative and the crew was great I would definitely recommend this tour to...”
Check many Chicago landmarks off your must-see list on this small-group sightseeing tour aboard a minibus. Cover more ground than on foot, and hit lots of highlights over the tour. See Museum Campus, the Rookery,...read more
“What you do get is the opportunity to visit some historic Chicago eating establishments and sample some unique Chicago takes on American comfort food: Deep Dish Pizza, Chicago Style Hot Dogs, Italian Beef Sandwich...”
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
“We loved the sites that we saw from Grant Park, The Stock Exchange, the view of the skyline, Duncan's Toy Chest, the World's largest Starbucks, Lincoln Park, the Chicago River and the Playboy Mansion.”
“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...read more
“This was my first ride on a helicopter, and it was such amazing experience and there are few reasons for that first one is Pilot Wayne was exceptional, professional and so much fun he made it look so easy to contr...”
“Josie was fabulous; even had some well times dad jokes Was pleasantly surprised by the food portions and great beer selection.”
“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.”
“Both of the walking tours I have done with Chica-Go walk about were amazing tours lead by a knowledgeable guide!”
Flytographer Private Vacation Photo ShootConnect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot. Get insider tips on the best...read more
“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...read more
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...read more
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an...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
“You can tell he loves his city and strives to make the adventure tour something where you can learn about Chicago but also have a fun time.”
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour...read more
“Our guide was super fun, friendly and knowledgeable.”