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.

Discover Chicago's rich history and diverse food scene on a guided walking tour. Visit local taverns, pizzerias, and eateries, ending at the historic Green Door Tavern.

Stroll through cinematic history of Downtown Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street with this 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!

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

Visit Chicago’s top attractions on a guided walking tour

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.

Take photos of The Bean and ride the Shoreline Architecture cruise

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

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

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

Embark on a romantic journey through Milwaukee’s most picturesque landmarks, where you and your partner are the stars of a captivating love story.

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

An invigorating walking tour along the Chicago River Walk with stops for yoga flows, stretches, and meditation exercises along the way. An amazing way to start your day!

Embark on a captivating architecture walking tour through Chicago's Oldtown Triangle, a neighborhood rich in history and architectural charm.

Embark on a guided tour of Graceland Cemetery in Chicago. Learn about the lives of the architects who shaped the city's skyline and hear intriguing stories about the city's early power players.

Embark on a guided walking tour of Chicago's Wicker Park and discover the neighborhood's architectural marvels. Learn about the rich labor history that makes Wicker Park historically significant.

Discover the architectural brilliance of the Roaring Twenties on a walking tour of Chicago's Loop district. Explore 6 stunning Art Deco buildings and uncover hidden gems.

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."

Choose from 3 pizza tour options: Downtown Walking, West Loop Walking, or a Bus Tour. Taste artisan, deep-dish, and Roman-style pizzas while exploring Chicago’s iconic architecture and rich history.

Immerse yourself in the enchanting world of Chicago's Fine Arts Building, a hidden gem nestled in the heart of downtown. Learn about the building's rich history and its famous former residents.

Explore Chicago’s Loop neighborhood on a guided walking tour. Discover the iconic “L” train, admire historic buildings, and uncover hidden gems and public artworks.

Discover the Ravenswood Manor Historic District on a guided architecture tour. Admire the charming Arts & Crafts bungalows, cottages, and unique homes that offer a glimpse into the city's rich past.

Walk through Chicago’s vibrant Jewish history, from the striking Loop Synagogue to the inspiring Heald Square Monument and Jay Pritzker Pavilion. Uncover hidden gems and untold stories.

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary theatre district.

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.

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.

Discover Chicago's haunted past on a family-friendly ghost tour! Hear chilling tales of the Devil Baby of Hull-House, the eerie Congress Plaza Hotel, the Dearborn Massacre, and more!

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

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.

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.

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.

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

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!

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.

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!

Explore Chicago's mysterious subterranean tunnels with an expert

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.

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.

Take a comprehensive look at Chicago's architectural history

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.

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 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.