Top Chicago Art Tours

Explore one of the country’s great art museums—and discover many of its collection highlights—on this small-group Art Institute of Chicago tour. Meet your guide right out front, and see works from artists the likes of Picasso, Chagall, Seurat, O’Keeffe, and many more. As you go, your guide will share the stories behind the masterpieces, and will help bring the history of the museum and its collection to life.

Discover one of Chicago’s top architectural marvels when you explore Frank Lloyd Wright’s UNESCO-listed Frederick C. Robie House, located right on the University of Chicago’s campus. Considered a masterpiece of Prairie School architecture, the building is famed for its cantilevered roof and rich wood details. Save money when you book tickets to the house in advance; call ahead to reserve a space on one of the museum’s frequent, small-group public tours.

The Art Institute of Chicago houses one of the finest American and Impressionist painting collections in the world, but it can be overwhelming to explore on your own. Remove the guesswork and maximize your time inside the museum on a private tour that covers major highlights by Picasso, Chagall, Warhol, Hopper, and others. Plus, there's no waiting to get inside, as the tour includes a skip-the-line ticket.

Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse yourself among the masterpieces housed within the acclaimed museum and listen as your guide brings each piece to life by sharing the story behind it. Let your guide lead you to the most important pieces of the 300,000-strong collection, taking the hard work out of finding where to go and what to see. Explore in a small group for a special, personal experience, and interact with your guide who can give insider’s insight into the museum.

Explore the art glass crafted and designed by the Tiffany Glass and Decorating Company during this 2-hour walking tour in Chicago. Following an expert guide from the Chicago Architecture Foundation, visit 4 late 19th-century landmarks that contain glass works by Louis Comfort Tiffany and his contemporaries. This sophisticated, informative tour is a must-do for history and architecture fans.

Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultures, from classical masterpieces to cutting-edge contemporary works. Our expert guides will illuminate the stories behind each brushstroke, sculpture, and masterpiece, providing a rich narrative that breathes life into the art.

Embark on a transformative tour of Chicago's Southside, delving into its vibrant street art scene and rich history of social justice activism. Explore captivating murals infused with artivism, and hear stories of iconic figures in Black history who have shaped the community's resilience and strength. Learn about historic protests and movements that have left an indelible mark on the Southside, all while enjoying complimentary water and strolling through serene green spaces. Perfect for the artist in your life, this brief yet impactful tour offers a unique perspective on Chicago's dynamic cultural landscape.

In the beloved 1980s teen comedy “Ferris Bueller’s Day Off,” the Art Institute of Chicago plays a starring role—and on this immersive, small-group tour, you’ll follow in the footsteps of Ferris and his friends all while visiting the museum’s best-known masterpieces. Meet your guide inside of the museum in the Modern Wing (tickets own expense). You can look forward to seeing masterworks by Chagall, Seurat, Cassatt, and more, all while hearing behind-the-scenes stories.

Follow an artist through Chicago’s vibrant art scene, and you’ll see the city with new eyes. On this guided tour, you’ll walk through West Town’s B-Line, a modern art corridor with 1970s origins, home to some of the best street art in the world. You’ll hear facts, trivia, a few wild stories and more, finishing up with optional beers—and crafts!—at a hyperlocal brewery.

-Ticket included -Only tour in Chicago that's an Art Walk and a Photoshoot at the same time This is a unique opportunity to visit one of the best museums of the world, have a personal photoshop inside, learn stories and history from artworks and artists. Great experience for solo, couples, family or friends travelers nd Art lovers. I'll take you to see 7 out of the 12 highlights and to some of the best photo-op spots inside this Chicago Landmark Museum. Your Profile/Cover Picture and your Instagram is going to look amazing after this. After we meet and get to know ourselves, you'll just give us your device or we use ours, and we will take your pictures and/or guide which angles are better to take that picture that you want. Your experience will last about 1 hour to 1.5 hours. We'll take you to Picasso, Miró, Dalí, Warhol, Van Gogh, Monet, Degas and we can guide you in the direction where to go later. You will love this experience! Our device is iPhone 14 Pro Phone.

Join us for a 2-hour concert sail from 7pm-9pm every Monday this Summer! Chase your Monday BLUES away aboard the 148 foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of Lake Michigan accompanied by the sweet sounds of the blues. Whether you’re a long-time fan or a newcomer to the blues, you’re sure to be transported by the talent and passion of each amazing artist. With a full bar and a friendly, knowledgeable crew, you’ll be able to relax and enjoy the music in comfort and style. Each concert will bring a unique twist to the blues genre, showcasing the diversity and versatility of this legendary music form. We’ll be joined by music’s greats, including Grammy-elected Michael Charles and his band, Andrew Diehl and Dave Weld & the Imperial Flames. Tall Ship Windy’s Monday Blues is set to become the concert event of the summer! Book now and experience the magic of blues music against the backdrop of one of the world’s most beautiful skylines.

Embark on a time travel journey to uncover Chicago's best-kept secret – a 125-year-old architectural marvel. This extraordinary building was envisioned by none other than the renowned architect Solon Spencer Beman, famous for designing the town of Pullman and the iconic Pullman Palace Car Company. Get ready to be transported through time and history as you explore the legacy of this architectural genius and the fascinating stories hidden within these hallowed walls. Join us for an unforgettable adventure into the past and witness the living testament to Beman's architectural prowess.

This short but sweet and unique adventure will take you on a 2-hour walking tour by the interiors of the most iconic buildings of Chicago downtown. Dive into the extravaganza of splendid hidden gems of the city as you explore the details that no mainstream tours can offer. The itinerary is thoroughly designed by a professional local guide who knows every corner of the Chicago skyscrapers. • Get beyond the famous facades to experience the surprising interiors of the neighborhood • Follow your local guide to discover what’s hidden from most of the tourists • Be provided with fun and surprising facts about the destinations • The tour is interesting for the Chi guests as well as for the residents.

Discover a new side of Chicago with Insta Walk! I offer stylish photos, cool angles, and creative ideas during our relaxed and friendly stroll. I'll use both iPhone and Polaroid cameras to capture your best shots. You'll get about 50 digital photos, with 5 of them color-corrected for a pop of vibrancy. Plus, you'll take home 5 Polaroid prints for a unique and timeless memento.

Dive into the center of the architectural boom of the roaring 1920s and take a chance to enjoy the grand facades of the Art Deco skyscrapers on this guided walking tour. Go back in history while admiring one of the epicenters of the style’s birth. Immerse yourself into the life of the Windy City between World War I and World War II, the time when the design evolved and turned into neo archaic Mesoamerican grandeur, which can’t leave anyone indifferent. Be delighted with the variety of decorations and geometrical shapes which distinguish Art-Deco from Neoclassicism. Uncover the stories behind the famous Loop district of Chicago. Delve into the atmosphere of the 1920s as you listen to more insights and facts from your enthusiastic local guide. Overview the history and pay attention to the details you wouldn’t notice without a tour. Grab the chance to get inside famous buildings and revel in the Art Deco interiors.

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. This 2.5 hour semi-private (8 Guest Maximum) guided walking tour is perfect for busy sidewalks and getting up close to monumental art! Highlights Include: Edward Kemeys’s “Lions” Juame Plensa’s “Crown Fountain” Anish Kapoor’s “Cloud Gate” (The Bean) Eduardo Kobra’s “Muddy Waters” Pablo Picasso’s “Untitled” Joan Miro’s “Chicago” Alexander Calder’s “Flamingo” Marc Chagall’s “Four Seasons” Louis Comfort Tiffany Art Glass Creation Augustus St. Gaudens “Abraham Lincoln” Marcel Francois Loyau “Clarence Buckingham Fountain”

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. Tour Chicago in a small group perfect for busy sidewalks and get up close to monumental art! Join one of our expert guides on this unique and exclusive 2.5 hour guided walking tour of Downtown Chicago. Highlights Include: Edward Kemeys’s “Lions” Juame Plensa’s “Crown Fountain” Anish Kapoor’s “Cloud Gate” (The Bean) Eduardo Kobra’s “Muddy Waters” Pablo Picasso’s “Untitled” Joan Miro’s “Chicago” Alexander Calder’s “Flamingo” Marc Chagall’s “Four Seasons” Louis Comfort Tiffany Art Glass Creation Augustus St. Gaudens “Abraham Lincoln” Marcel Francois Loyau “Clarence Buckingham Fountain”