Tours & Activities in Chicago

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch. Focus can be on public or street art, architecture, food, and much more!

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you! We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible architecture and attractions. We’ll pass buildings that were seen in movies like Wayne’s World and The Negotiator, cross the Chicago River and salute the Marina Towers from The Hunter, then stop inside Union Station. You might recognize this historic hub from The Untouchables or Public Enemies. While touring the Loop, we may also see filming scenes from The Blues Brothers as well as Ferris Bueller’s Day Off. Your tour guide will point out iconic Chicago buildings including the Willis Tower and – if it’s on your wish list – the famous Bean sculpture in Millennium Park. With the help of the ‘L’, we can ride north to see filming locations for My Best Friend’s Wedding, The Dark Knight, and Planes, Trains and Automobiles. Truly a unique way to explore Chicago!

Based on the book, "Pizza City USA," this tour features three different styles of pizza in less than 3 hours. You'll meet some of the pizza makers behind the pies, learn about Chicago pizza history (and the greater city at large) plus discover a pair of places few locals even know about. You'll be sampling deep-dish, artisan and Neapolitan-style pizzas on this tour. (Masks required)

On this tour, you will get to see several establishments and their amazing vintage signs and vintage neon signs. Plus along the way I will show and tell you all about many notable properties like I always do. It’s hard to walk past a historical place and not include it on the tour - even though they may not have a vintage sign they are still as much a part of Chicago’s history. You'll get a brief history of each establishment for a true time travel experience.

The only walking tour that takes you to real neighborhood taverns, pubs, and dive bars in Chicago. The tour covers about a mile in the West Loop neighborhood. You won't find tourists here. You won't find famous sports figures. You'll be with people who love to have a good time, and a host who will show you a great time on the tour. Drinks are cheap. Food is cheap. Fun is free.

There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with plenty of fun facts, general knowledge, and the best of Chicago holiday decor. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the fabulous Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. This tour is a walking tour only. No food/drinks on this particular tour.

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour for you. The morning will start with meeting with your friendly local guide at the meeting point. From there your tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city. This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more! ==== Full schedule 10:00 AM- Meet your Guide at the Grand Subway Station 10:10 AM- Walk along Magnificent Mile 10:20 AM- Stop at Wrigley Building & admire Tribune Tower 10:50 AM- Explore Pioneer Court 11:20 AM- Explore Millennium Park & see Cloud Gate 11:55 AM- Check out an Iconic fountain 12:20 AM- Chicago Riverwalk 1:00 PM- Explore Navy Pier 2:00 PM- Get dropped off by your guide at Millennium station

-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.

A park inspired by The Wizard of Oz, homes designed by Chicago's leading architect, and a theater built for moving pictures seem friendly enough. But a closer look at these three Chicago locations leads us down a destructive path closely tied to Hollywood. Join Chicago Movie Tours in Chicago's Lincoln Park neighborhood for a 90-minute guided outdoor walking tour on the darker side of the silver screen! WAIVER Guests must initial a digital general waiver of liability after they book. Guardians must sign waivers for children under the age of 18. CHILDREN While this tour does explore the children's story The Wizard of Oz, some content may not be appropriate for guests under age 13.

Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour begins in the lobby of the Swissotel where we descend into the Pedway. After a tour of the Chicago Cultural Center and its famous Tiffany Dome, we return to the Pedway for a short walk to Macy's department store. There, we'll view the famous Tiffany ceiling, the "Great Tree" in the Walnut Room and the store’s decorated holiday windows. We return to the Pedway and follow it to Civic Center Plaza for a visit to the Christkindlmarket, an authentic European holiday market. We return to the Pedway for a visit to City Hall followed by a short walk to a nearby L station. A quick train ride takes us to the origin/terminus of Route 66, the Art Institute’s wreathed lion statues, and to Millennium Park to view the famous "Bean" sculpture and the city's majestic holiday tree .

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, picturesque 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. 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!

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide. Ranging from stained glass mosaics from the turn of the century to soaring Art Deco spaces from the Roaring 20s, these spaces are some of the most beautiful in the city -- and open to us to explore!

We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building.  Built in 1884 as a showroom and office complex, the building was converted later into its present-day use. Then we're off to the Harold Washington Chicago Public Library, the design of which was the winner of a competition to design a new library for the city.  From there, we'll view three Chicago landmarks built in the late 1800s, then visit the beautiful Marquette Building, the Field Building (built on the site of the world's first modern skyscraper) and then see the amazing atrium lobby of the world-renowned Rookery Building. Next, we're off to the beautifully-restored Quincy L stop (authentic 1897 design) to take the train to our last stops.  We visit the iconic Macy's to see the beautiful Tiffany mosaic then we wrap up the tour at the Cultural Center to experience the world's largest Tiffany dome. Make a day of it and book our Pedway or Historic Pubs tour for the afternoon!

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch. Focus can be on public or street art, architecture, food, and much more!

The Loop is the heartbeat of downtown Chicago! It is filled with great architecture, drop-dead gorgeous interiors and fantastic works of art from famous artists. Along the way, we'll discuss some of the people, and people groups, that have helped to make this one of the "must see" communities, in Chicago!

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their history and unique part of the growth of the city of Chicago. Plus you will hear about other fascinating Chicago history that dates back 150 years and beyond! The Oldtown Triangle is one of the oldest and most quaint areas of the city - an area that many Chicagoans love and cherish. You will feel like you have left the hustle and bustle of the city and will instantly be transported to another place, another time, specifically the late 1800's!

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.

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.

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that have become architectural icons. Developed over the past 100 years, the street includes historically-inspired architecture in Parisian, Gothic, neoclassical and Art Deco styles sprinkled among Modern and 21st Century buildings. You’ll see skyscrapers, vertical malls, hotels, residential towers and some buildings that were designed to embody the brands sold inside. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.

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.

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, picturesque 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. 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!

The only walking tour that takes you to real neighborhood taverns, pubs, and dive bars in Chicago. The tour covers about a mile in the West Loop neighborhood. You won't find tourists here. You won't find famous sports figures. You'll be with people who love to have a good time, and a host who will show you a great time on the tour. Drinks are cheap. Food is cheap. Fun is free.

There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with plenty of fun facts, general knowledge, and the best of Chicago holiday decor. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the fabulous Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. This tour is a walking tour only. No food/drinks on this particular tour.

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour for you. The morning will start with meeting with your friendly local guide at the meeting point. From there your tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city. This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more! ==== Full schedule 10:00 AM- Meet your Guide at the Grand Subway Station 10:10 AM- Walk along Magnificent Mile 10:20 AM- Stop at Wrigley Building & admire Tribune Tower 10:50 AM- Explore Pioneer Court 11:20 AM- Explore Millennium Park & see Cloud Gate 11:55 AM- Check out an Iconic fountain 12:20 AM- Chicago Riverwalk 1:00 PM- Explore Navy Pier 2:00 PM- Get dropped off by your guide at Millennium station

-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.