Chicago Picasso (The Picasso) Tours and Tickets

Explore Chicago’s most iconic sites on a bike tour that explores Museum Campus, parks, and monuments. Follow your guide along the waterfront as you soak up the city skyline and enjoy the breeze along the easy-going route. Circle the Buckingham Fountain while you learn the history of the city’s public art, parks and museums, and capture unforgettable images of the Windy City.

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 spots in downtown Chicago. You certainly can’t miss the soaring architecture that Chicago is famous for (you’ll be surrounded by it!) - and you’ll learn about the history of some of Chicago’s most well-known buildings. In addition to enjoying views of the Chicago River (if the weather is good, you’ll be able to walk along it), plus a delicious local treat! And, of course, your guide will show off some local-favorite hidden gems along the way too! You’ll really get a feel for what makes Chicago one-of-a-kind on this tour.

Explore the hidden side of Chicago on a 2-hour walking tour of The Loop, a bustling neighborhood that’s full of wild history, architectural landmarks and some of the city’s most fascinating characters. Follow your local guide along the sidewalk, and stop to notice the overlooked details and untold stories that even life-long locals sometimes miss. Experience the city one small piece at a time on a route that traces a path between Chicago’s littlest treasures, and get an inside look at life in the Second City.

Stroll through Chicago's winter streets, lit up for the holidays, on this gourmet walking tour. Learn about Chicago's celebrated holiday traditions like the European-inspired Christkindlmarket, the beautiful decor and windows on State Street, and ice skating at Millennium Park. Sample generous tastes of classic Chicago foods and holiday treats as you walk. Seasonal craft beer tastings help you stay warm and toasty; please note this tour operates in all weather conditions, so dress appropriately.

Explore Chicago your way and on your own schedule on a private walking tour that's completely customized based on your interests. Whether you want to learn Windy City history or focus on architecture, street art, or Chicago's food scene, your local guide knows all the best places to see, shop, and dine. Plus, get plenty of personalized recommendations on where to go once the tour ends.

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 downtown buildings, hear lesser-known stories from the past, and step inside gorgeous interior spaces.

Take a walk back in time through the history of Chicago's Loop on this app-enabled tour. After downloading the app and tour to you smartphone, you and your party will listen to author Amy Bizzarri, an author and expert in Chicago history, as she leads you through walking tour of the city. The GPS-enabled tour will trigger commentary at just the right times, and you can stop and start whenever you like for a flexible experience that lets you move at your own pace. Highlights include Daley Plaza, the Chicago Theater, Berghoff Restaurant, and the Art Institute of Chicago.

Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to the local for an enlightening introduction to the city. With our private walking tours, you'll skip the mundane historical tours and experience the city through the eyes of a real local. Our local guides are passionate about their city and eager to share their knowledge and insights. The will offer an authentic and personal experience. By the end of the tour, you will feel comfortable navigating the city and confident that you have all the information you need to make the most of your stay. - Private tour for just you and your group - Your guide customizes your tour to your interests and personality - Get a deeper insight into Chicago life than possible alone - See Chicago through the eyes of a local and discover its hidden gems

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 the layers of this Great Big Onion Town, going in and out of extraordinary buildings, traversing above and below the surface of the city, to uncover how it all came to be. Expect an engaging, entertaining and wide-eye-opening experience, full of knowledge nuggets and tater thoughts you won't soon forget!

Discover the best of the Windy City in just half a day on this private Chicago walking tour. Choose from multiple daily departure times, and meet your guide in Millennium Park. As you explore on foot, you'll learn about the city's history and spot highlights like the Magnificent Mile and Navy Pier. Finally, stop for a slice of deep-dish pizza before heading to the John Hancock Building's 360 Chicago observation deck.

Descend below street level to discover Chicago’s famed subterranean Pedway—and pair your adventure with stops at some of the city’s best-known landmarks—on this small-group walking tour. Meet your guide in the afternoon Downtown, and head underground: you’ll stroll the Pedway and learn about its history, will see the city’s famed Tiffany dome, will stop by a lively Christmas market, and will finish at one of Chicago’s most iconic statues.

Discover many of Chicago’s best-known landmarks—and see the city dressed up in its festive best—on this holiday walking tour of the Windy City. Meet your guide in the afternoon, be sure to come bundled, and set off with a small group. In between admiring sights like Millennium Park, the Chicago Theater, and more, you’ll also visit the city’s Christkindlmarket, see Christmas window displays, and 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 never before! Use clues and hints within the app to complete the objectives (if you get stuck, you can skip and go back later). Some objectives have prizes so do your best to complete as many objectives correctly. Once complete, you can view the Leaderboard to see how you did against others.

Chicago’s Loop is home to some of the city’s most perfectly preserved Art Deco architecture designed during the Roaring 20s. See 7 stunning Art Deco buildings, all masterpieces in their unique & individual ways, as well as 4-5 other notable properties and outdoor sculptures on this fun and fabulous walk of Chicago's Financial District and parts of the North Michigan Avenue corridor. Your tour guide, interior designer, and historical architecture guru Ronnie Frey will paint a picture you'll not soon forget of modern life in the New Machine Age.

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From there, your tour will begin as you start your walk through Chicago, exploring the most famous and beautiful locations in the city!

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed by the soothing green of the parks, and admire the lake scenery as you ride along the shore. The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there. Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families