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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
“Excellent trip and the guide was so knowledgeable he really made it educational in an interesting and fun way - we were lucky with the weather so the views and photo opportunities were plentiful - highly recommended”
Explore all three branches of the Chicago River on a journey through the heart of the city. This...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
“David was superb, informative, knowledgeable and passionate about Chicago… in addition his tips post tour were superb… Hancock Building and Lincoln Park tips in particular… highly recommended”
“Excellent tour!! Wallach was very informative and engaging during the tour of Downtown Chicago!!!”
“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
“Clinton, our guide was awesome and at the end of our tour suggested our group stop by Cindy’s Bar on top of the Chicago Athletic Association, which we did and the view of the lake was spectacular!”
“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
“( though it was super fun for the adults too) Shaun our guide was fantastic and made this whole experience interesting and exciting for our group.I highly recommend Absolutely Chicago Segway Tours!”
“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.”
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
“Communication and check-in beforehand was easy and informative, and biking around the city with our guide Jeff was SO FUN! Jeff was a great teacher and leader and very personable and knowledgeable - making sure we...”
Chicago offers amazing historical and culinary adventures, and this bike and food tour allows you to experience both while leaving the navigation to a guide. Hop on a provided bike and pedal around 13 miles (21...read more
“We visited a museum, went bowling, enjoyed the Navy Pier rides and took the Big Bus tour.”
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
“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...”
“We got more than we expected, both in tasting vatious typical Chicago street food and information about the history and architecture of ChicagoHigly recommended!”
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
“Without a doubt one of the best walking tours i have been on!! Colin showed us so many interesting and fun things around downtown chicago, especially things we wouldn’t of known or heard about, which is the best p...”
Interact with Chicago in new found ways across two-hours of walkin', talkin' and gawkin' around downtown, uncovering incredible stories and secrets along the way! During our loop around "Da Loop" we will peel back...read more
“The tour company was great and organized the tour around our exact needs.”
“Both tours were informative & if I returned to Chicago I would t hesitate in booking more tours with the CAC, they offer an array of fascinating itineraries, including exploration of neighbourhoods such as Chinato...”
“My husband took your virtual walking tour on UTube - we enjoyed & learned so much!”
Discover Chicago of the Roaring '20s thru its Art Deco architecture! We all LOVE the elegance, glam, and glitz of the 1920s. This 2-hour walking tour explores the interiors and exteriors of gorgeous buildings from...read more
“We absolutely loved the food tour with Alli! I’ve lived in the city for years but still learned so much on the tour.”
Short and highly selective information in the audio commentary for top 15 tourist attractions in around ChicagoHighlights of this Self-Guided Audio Tour• It allows you to go as per your own convenience of time, pace...read more
Chicago was once known as the “Candy Capital of the World,” and chocolate has been a rich, decadent part of the city’s culinary history longer than deep-dish pizza and Italian beef. Milton Hershey even learned how...read more
Take your shot at completing this Chicago Scavenger Hunt around the Loop and River North neighborhoods including the Riverwalk.Complete this solo or build a ScavSquad of up to 5 people and discover the city like...read more