Things to Do in Chicago

Get to know Chicago's Gold Coast and its hidden historical secrets of this charming self-guided audio walking tour.

Stroll through cinematic history of Downtown Chicago

Book a Chicago favorites food walking tour today and feast on Chi-Town's most delicious dishes while learning about their history!

Take photos of The Bean and ride the Shoreline Architecture cruise

Book this Chinatown food and walking tour in Chicago today! Enjoy dim sum, Chinese tea, Sichuan chicken and more!

Book a festive food and walking tour in Chicago and experience a winter wonderland in the Windy City with pizza, brownies and craft beer!

Explore Chicago's mysterious subterranean tunnels with an expert

Explore the most famous park in Chicago and find out how it transformed from a derelict trainyard to a lively green space in the heart of the city.

Discover Chicago's awesome vibe and alluring highlights on this self-guided walking tour.

Visit Chicago’s top attractions on a guided walking tour

Book this Chicago city center walking audio tour now to learn about the history and architecture of Chicago and explore the city at your own pace!

Learn about the great architectural landmarks of Michigan Avenue and State Street with this guided walking tour.

Explore the vibrant city of Chicago on a private walking tour led by a knowledgeable local guide

Chicago's iconic art, architecture, and history await! Walk with our expert guide through the city’s streets, discovering masterpieces and uncovering the rich stories behind them.

Explore famous buildings and architecture on a walking tour in Chicago, home to some of the world's earliest skyscrapers. See why Chicago is often called "The Birthplace of the Skyscraper."

Savor the iconic flavors of Chicago, like deep-dish pizza and Italian beef, as you learn about its history, legends, and more from a local. Come hungry!

Explore Chicago's architectural wonders on a walking tour, discovering iconic buildings and Art Deco treasures with insightful commentary.

Explore the best of Chicago's downtown in a 2 hours walking tour with a fun local guide, this area is famous for its bold architecture, museums and landmarks such as the Cloud Gate and the Riverwalk.

Venture along Michigan Avenue on an interactive tour to uncover Chicago's hidden gems and iconic landmarks with the support of our mobile app.

Embark on a walking tour through Chicago's vibrant heart, from the iconic Cloud Gate to bustling Navy Pier. Enjoy the Shoreline Architecture Boat Cruise along the Chicago River.

Mingle with Northside Chicago's ghostly mobsters and serial killers on this thrilling haunted walking tour by US Ghost Adventures.

From Ferris Bueller’s Day Off to The Untouchables to The Dark Knight, enjoy a fascinating walking tour to over 30 film locations in Chicago. Learn unique behind-the-scenes secrets about each site.

Make the most of your day in Chicago by sampling Chicago's iconic style foods, seeing top attractions with a local, expert guide. Includes a FREE 2 hr bike or kayak rental to explore even more.

Experience a chilling tour where you are the ghost hunter, guided through Chicago's most eerie sites and immersed in their chilling tales including Lincoln Park and the St. Valentine's Day Massacre.

Explore the highlights of Chicago on a guided tour that includes a stroll around town as well as a boat cruise on the Chicago River.

Explore Chicago's iconic architecture on a lively walking tour around the city with an expert guide and visit the galleries of the Chicago Architecture Center.

Embark on a history-based guided walking tour and discover the stories of Chicago’s gangsters and ghosts. Learn about the city’s darker side and creepy past as you explore the Chicago Loop district.

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact on the city’s built environment. What's New looks at some of the most recent additions to the built environment surrounding the Chicago Architecture Center. This walking tour focuses on each building's height, structure, materials, ornament and its impact on the environment, the neighborhood and the city's economy. The tour showcases several recently completed buildings, including 462 N. Park and the St. Regis, and compares them to each other in order to observe emerging patterns. These new additions are also contrasted with some of the older buildings downtown as a way to highlight developments. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

Discover Chicago's iconic landmarks on a free walking tour, including a scenic park on Lake Michigan. Explore hidden gems in the Windy City!

Discover the hidden interiors of Chicago's most iconic buildings on a guided architecture tour. Explore the Rookery, Chicago Cultural Center, Marquette Building, and Chicago Board of Trade Building.

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 iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way). From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep dish pizza to sandwiches to a loaded hot dog! Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!

Learn about the stories of gangsters, politicians, and more in the spaces where it happened on a bus or walking tour. Visit the speakeasies that made the famous, infamous.

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament. Discover the origins of Art Deco while admiring buildings like the Carbide and Carbon Building (now Pendry Chicago), the Chicago Motor Club Building (now the Hampton Inn) and the colorful, but often overlooked, Trustees System Service Building (now the Century Tower)—all of which are designated Chicago landmarks. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

Take a comprehensive look at Chicago's architectural history

Explore downtown Chicago through its underground passageways, known as "The Pedway," accessing beautiful interiors from both above ground and below, with secrets along the way, on a walking tour.

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other treats. Plus, there is our mouth-watering secret dish that you can only find out about on the day of the tour! As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!

Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious gangster-ridden neighborhoods in Downtown Chicago.

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions. On this tour, we'll make seven stops in downtown Chicago where we can compare the histories and styles of buildings located within sight of each other. The tour features 19th-Century Commercial, Beaux-Arts, Mid-Century Modern and Postmodern buildings, as well as the latest in architecture from Frank Gehry, Renzo Piano and Adrian Smith. At each stop, we’ll look at the connections between the past and present and discover what inspires design today. The tour culminates with a visit to Millennium Park, where world-class art and architecture combine, creating a unique urban fabric. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

Let your curiosity be your guide with a Chinese-themed food tour of Chicago

Join the ultimate foodie adventure in Chicago with a food and tasting walking tour. Explore from deep-dish pizza to Chicago-style hot dogs and get the insider's take on the city’s culinary history.

Our tour takes place in Malt Row in the Ravenswood Neighborhood of Chicago, which has many breweries, a distillery, and a winery. Guests will be taken on a walking tour to three different breweries and will be given historical information and fun facts about the Chicago brewing scene. Reserved seating and exclusive tour discounts are included for most tour stops! Guests will be given plenty of time to get to know each brewery, and the guide will offer recommendations at each stop. Guests are encouraged to order drinks and purchase beers and merchandise at each stop. Located conveniently close to the Irving Park Brown Line and multiple bus lines, the tour is accessible via public transit or Taxi/Uber. Please note that guests must be of legal drinking age to order drinks. All ages are welcome to attend! Due to city law, drinks are not included in the price of admission.

This introductory tour to Chicago, features some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Chicago Theatre, and more

Insta Walk offers you a lot of stylish photos, shooting angles and ideas. This easy, relaxed and friendly walk will open Chicago for you from a new perspective! Throughout the tour, I'll use iPhone and Polaroid cameras to capture your perfect shot. You'll receive approximately 100 digital photos, 10 of which will be color-corrected to make them truly pop. And for a unique and timeless souvenir, I'll also give you 5 Polaroid prints that you can treasure forever.

Discover many of Chicago's architectural landmark buildings from the late 19th and early 20th century. This tour through Chicago's famous Loop includes the dazzling interiors of Marshall Field’s, the Palmer House Hotel and the Chicago Cultural Center.

Take a tour of Chicago Loop's Pedway system, a network of underground pedestrian tunnels. We'll also go above ground to view some special Chicago sights. Our tour begins in the lobby of the Swissotel with a brief overview of the Pedway system.  We then descend into the Pedway and head to the Cultural Center.  After a brief tour of the Cultural Center and its famous Tiffany Dome, we return to the Pedway to visit Macy's department store and its famous Tiffany ceiling, then stop by the store's iconic Walnut Room. Back to the Pedway, we head west to the Civic Center plaza to see the Picasso sculpture and view the Chicago Temple and its Sky Chapel, one of the world's tallest church buildings.  A brief walk to takes us to City Hall and Marriage Court then to a nearby L Stop. A quick train ride takes us to the origin/terminus of Route 66 where we'll enjoy the Art Institute’s lion statues then Millennium Park's to Cloud Gate sculpture (aka, The Bean), Lurie Gardens and Crown Fountain.

Discover the delicious, multiregional cuisine on this wonderful Chinatown Food & Culture Tour. Expand your culinary horizons with unique dishes while learning about the fascinating Chinese culture.

This extraordinary tour of the Prairie Ave District is one not to be missed. Get a sense for how Chicago's wealthiest residents lived around the turn of the century and what remains today. This unique Chicago tour begins with an exploration of one of the city's newly-revitalized spaces: The stunning Chicago Athletic Association Hotel. A short ride on the Green Line takes us to the Prairie Ave District, home to many historic sites such as Motor Row, the former Chess Records and the oldest house in the city. As we wander along Prairie Ave, we're treated to historic mansions and a beautiful park. The highlights of the tour, however, are TWO private, docent-led mini tours at the national landmark Second Presbyterian Church (with its many Tiffany windows) and the Glessner House. We'll also take a mid-tour break at a local employee-owned/woman-owned cafe. Then we board the train back to the Loop for our final stop (and a sweet treat) at the elegant Palmer House Hotel.

The Windy City is known for its food, architecture, and haunting history! Walk with us as the sun sets through downtown Chicago, hearing some of the most gruesome and creepy Chicago stories. The first stop is the Congress Hotel, the most haunted hotel in Chicago. Walk along the streets that H. H. Holmes, Chicago's first serial killer, wandered as he stalked his prey, get a glimpse of Chicago’s sordid past through stories of the Everleigh Club and the 1900s Red Light district, and learn about downtown prison breaks.

Learn the history that makes the Chicago River and its recently updated Riverwalk historically unique.   Chicago is home to one of the world’s most recognizable and celebrated skylines and the Riverwalk’s intimate vantage provides an ideal perspective from which to learn and appreciate its incredible buildings.Discover Chicago's Rich History and Iconic Architecture Experience the vibrant tapestry of Chicago’s past and present with our Chicago Riverwalk Tour. Perfect for history buffs, architecture enthusiasts, and curious visitors, this 2-hour guided tour uncovers fascinating stories and architectural marvels that define the Windy City.

Learn the history behind Chicago's famous elevated rail system and admire the city’s architecture on this guided walking tour. See the galleries at the Chicago Architecture Center and ride the “L.”