Top Chicago Arts & Design in 2026

Enjoy a budget-friendly way to explore Chicago—and see the sights that interest you most, all without following a large tour group around—with this cost-savings Chicago Attractions Pass. Enjoy discounts of up to 50% on an array of top Chicago attractions, including the 360 Chicago and SkyDeck observation decks, the Field Museum, Chicago River cruises, and more. Four different pass durations are available when booking.

Discover Chicago architectural treasures—and immerse yourself in the Windy City's history—on this small-group walking tour. Your focus is the iconic stained glass pieces crafted and designed by the Tiffany Glass and Decorating Company. Following your guide from the Chicago Architecture Center, visit four late-19th-century landmarks that contain glass works by Louis Comfort Tiffany and his contemporaries. This in-depth, insider tour is a must-do for history and architecture fans.

With so many of Chicago’s most popular landmarks so spread out, it can be tough to see them all on foot or by public transport. On this private driving tour, listen to facts about the city as you’re delivered to Wrigley Field, Millennium Park, the Chicago Cultural Center, and much more.

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired European styles to bold American Art Deco and Modernist innovations to today’s Contemporary designs that continue to set the pace for world-leading architecture. As you journey through Chicago’s spectacular skyscraper canyons and stunning interiors, you’ll see how economics, technology, creativity, and gritty determination shaped Chicago’s ever-evolving skyline. Whether you’re a visitor or you’re a Chicagoan who has never explored the architectural masterpieces you see every day, join us today on this enlightening adventure.

Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history. Get a unique chance to combine touring by foot and by L train, and see the city’s most iconic landmarks like The Rookery Building, Chicago Cultural Center, First Arts Building, and more 19th and early 20th-century masterpieces. Be ready to see the City by the Lake from a new perspective and get to know it even closer as you stroll down its streets and travel by train. Enjoy the small-group experience and don’t miss a thing as you travel Discover the downtown and historical building together with your local knowledgeable guide Marvel at architectural landmarks of the City by the Lake and get to know the stories behind them Combine a walking tour with a train to see more landmarks and iconic sights on one tour.

Get a fresher perspective on the Windy City—and a traffic-free one—with this Chicago River architecture cruise. As you pass by some of Chicago's most notable buildings, you'll dine on a 3-course lunch, listening to onboard narration about the city's architecture and history along the way. Unlike your standard walking tour, you can expect comfort, great food, and endless photo opportunities.

Get an insider’s introduction to one of Chicago’s most distinctive neighborhoods during this small-group tour of the South Side neighborhood. Learn about Hyde Park’s blue-collar history, explore the historic Bronzeville neighborhood, and see where the atomic bomb was developed on the University of Chicago’s campus. You also pass through Mexican communities in Pilsen, as well as Little Italy and Greektown.

There’s so much amazing architecture in Chicago but wandering around alone can leave you overwhelmed, and unsure of what you’re looking at. Check out some of Chicago's most important new buildings on an architecture walking tour. The tour is focused on the area around the Chicago Architecture Center (CAC), beside the Chicago River, so you don’t get overwhelmed exploring the whole city. Admission to the CAC’s galleries is also included.

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by 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.

Chicago is famous for its architecture, but it takes an expert to decode its various styles. See all that the Windy City has to offer—from Gothic Revival, Art Deco, Modernist, and more—on this guided walking tour. Enjoy stunning lakefront views from Millennium Park, then catch century-old landmarks along the Magnificent Mile.

Enjoy a flexible way to explore Chicago—and combine your sightseeing with a fun-filled scavenger hunt game—with this two-in-one smartphone excursion. Upon booking, receive access to the game on your smartphone, and set off at a time that works best for you. In between admiring highlights like the Chicago History Museum, Standing Lincoln Monument, and Lincoln Park Zoo, you’ll solve clues and participate in challenges.

Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some of the world’s first skyscrapers and venture inside a collection of the city’s most influential and iconic buildings. Your expert local guide will share captivating stories about the rise of Chicago, the Great Fire, and the visionary architects whose bold designs shaped the skyline we know today. This tour offers the perfect mix of history, design, and city energy—a must for architecture lovers and curious travelers alike. - Explore the birthplace of the modern skyscraper - Step inside landmark buildings like The Rookery and the Palmer House - Learn about the Great Chicago Fire and its lasting impact on the city - Enjoy a relaxed pace through Chicago’s vibrant downtown Loop

Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo walk, I’ll help you pose and feel comfortable while taking high-quality photos using iPhone, optimized for social media. You’ll receive about 50 digital photos, including 5 professionally color-edited images, delivered via a private online gallery. Please download your photos within 14 days after receiving access, as the gallery link will expire.

Discover the Art Institute in a unique way that blends art, storytelling, and photography. After a warm welcome, we'll head inside with tickets included & begin an immersive journey through the galleries. Together, we'll explore the museum's most celebrated highlights, featuring masterpieces by Monet, Picasso, Van Gogh, Dalí, Warhol, Hopper, and more. I'll share fascinating stories that bring the art and its creators to life, revealing the hidden meanings and personal histories behind. Along the way, I'll capture beautiful, candid photographs at the best photo spots. Using your phone or my iPhone 14 Pro, I'll guide you with simple posing tips and angles to ensure you receive stunning, professional-quality images perfect for memories or social media. Anyone looking for more than just a museum visit, you'll leave with gallery-worthy images plus knowledge that transforms how you experience art—an unforgettable blend of photography, storytelling, & culture. Looking forward to hosting you!

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 small group (12 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”

Chicago is world-renowned for its architecture—and this small-group walking tour offers the ideal introduction to its iconic buildings, its architectural eras, and the starchitects who have left their impression on the city. Meet your guide at the Chicago Architecture Center and set off on foot: you’ll discover highlights like the Wrigley Building and Marina City, will see works by Renzo Piano and Frank Gehry, and will learn all about Chicago history.

Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city’s most iconic park. Then, stroll along the picturesque riverside, admire Chicago’s totally unique architecture, and learn the fascinating stories behind the city’s skyline. This combo is the easiest, best way to get to know this complex city! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

It would take days to visit all of Chicago’s famous sights, but who has that kind of time? Cover the highlights of the Windy City during this private half-day walking tour. From the Magnificent Mile to Millennium Park, you’ll tick off top attractions while your guide fills you in on Chicago’s history. Finally, enjoy panoramic views overlooking the city from Hancock Tower’s Observation Deck—admission tickets included.

A visit to the Field Museum unlocks a world of discovery with access to captivating exhibitions like the Griffin Halls of Evolving Planet and the iconic SUE the T. Rex. Explore the Grainger Hall of Gems and delve into Native Truths: Our Voices, Our Stories. Enhance your experience with a choice of one virtual reality adventure upon arrival, either 'Drop in the Ocean' or 'VR Transporter'. This ticket promises an enriching day filled with knowledge and wonder.

Explore the wonders of the Field Museum with general admission that covers all open general exhibitions, including the Griffin Halls of Evolving Planet & SUE the t. Rex. Enjoy unique access to the Grainger Hall of Gems and the engaging exhibit, Native Truths: Our Voices, Our Stories. As part of your ticket, select three tastings from a curated list featuring Field Museum Gin, Vodka, Rye, and Pseudo SUE Beer, all inspired by the museum's historic botanical collections. This experience is perfect for those 21 and older, combining education with a delightful tasting adventure.

Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s most complete T. rex. Marvel at dazzling artifacts, real mummies, and hidden treasures from lost civilizations. Step into a world of discovery and adventure! Tour is available in following language: English Spanish & French Highlights: • Explore the Field Museum of Natural History with a 5-Star Private Guide • Skip the line and dive straight into world-class exhibits with ease • See SUE the T. rex, ancient mummies, and dazzling gemstones up close • Learn fascinating secrets of dinosaur fossils and Ancient Egypt artifacts • Discover millions of years of history with expert insights at every step Stand face-to-face with a giant T. rex and unlock the mysteries of ancient worlds with Rosotravel! Experience the magic of Chicago’s Field Museum of Natural History with Skip-the-Line Tickets and a Licensed Private Guide. Step into adventure with us today!

Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore the birthplace of the skyscraper, visit landmarks like the Chicago Theatre, the Pablo Picasso at the Daley Plaza, and Millennium Park, and see how the city rose from the Great Fire to define modern design. Led by a friendly local guide who’s passionate about Chicago’s history and architecture, this tour brings the skyline to life one building, story, and photo stop at a time. Whether you’re an architecture enthusiast, a first-time visitor, or a curious local, you’ll walk away seeing Chicago in a whole new way.

This self-guided bike tour traces Chicago's reinvention from the ashes of the Great Fire to the skyline that rose in its place, pedaling the Lakefront Trail with Lake Michigan on one side and the city's icons on the other. The route begins near Navy Pier and rolls through Museum Campus, past the Shedd Aquarium, Adler Planetarium, and Field Museum. Buckingham Fountain and the towering Willis Tower come next, followed by Millennium Park's Cloud Gate — Chicago's beloved "Bean." A quick pass through the Loop takes in the Chicago Theatre, State Street, and Union Station before crossing the Chicago River. Stories of the Great Fire and the innovators who rebuilt the city play through your headphones the whole way. Perfect for first-time visitors, casual cyclists, and anyone craving a fresh angle on the city. Download the VoiceMap app and enter the ticket code from your confirmation email to start riding.

Visit the most beautiful interiors in Chicago with a local guide bringing their stories to life. Step into stunning centuries-old architecture on a guided walking tour of downtown Chicago. We go in buildings no other walking tour explores. Enter the Gold Coast, historic churches, and hear stories of wealth, scandal, and corruption. Your guide will set off on a journey through the heart of downtown Chicago's Gold Coast. Visit historic sites tied back to Abraham Lincoln, Pope Leo, and even Al Capone. Hear about the Chicago World’s Fair of 1893, which ushered in a vision of 20th-century society. This tour is designed for casual travelers and architecture hounds alike. Go where no other walking tours visit, only on Chicago Architecture: Gilded Interiors.