Walking Tours · Tomorrow

(15 activities)
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    Sports History and Landmark Tour

    See the homes of Chicago's iconic sports teams as you are escorted in a comfortable van to the city’s top sports parks, learning the history of each during your journey. Begin by visiting the home of the Chicago Cubs—Wrigley Field. Originally built in 1914 as Weeghman Park for the Chicago Federal League baseball team, the Chicago Whales, the stadium name was changed when chewing-gum titan William Wrigley Jr. purchased the team in 1921. Next, stop at the United Center, home of the Chicago Bulls basketball team and Blackhawks hockey team, to see the bronze Michael Jordan statue, officially known as The Spirit. A tourist favorite, the statue was created shortly after Jordan’s retirement to commemorate his 3-consecutive NBA championships as a Chicago Bull. Your next destination is the oldest NFL stadium, Soldier Field. This lakefront field is home to the Chicago Bears.
    Sports History and Landmark Tour

    Hotel pickup, Chicago

    • If you are a sports fanatic, this tour is for you!
    • This tour shuttle you and your friends to the top sports parks in Chicago for the ultimate photo op
    • You will visit Chicago's historic Wrigley Field - built in 1914, the United Center - home of the Chicago Bulls and Blackhawks
    • End the tour at the Harry Caray's Water Tower with admission to the Chicago Sports Museum!
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    History Indoor Walking Tour

    During this “Urban Safari”, learn about the history of Chicago and by use of our special tour map, navigate nearly 1 and ¼ miles of this unique urban terrain. Along the way, you will enjoy stops at some of Chicago's best historical destinations including; Chicago Cultural Center, Macy's Department Store, Daley Center, City Hall and the Thompson Center. At the Cultural Center, you will view the world's largest Tiffany Dome while listening to stories about the Tiffany family of New York. Only one block away you will view the world's largest Tiffany Ceiling in Macy's Department Store. The Daley Center is replete with stories of Chicago's past and present not to mention the spot leading to the demise of the infamous "Blues Mobile" featured in the "Blues Brothers" movie. All tours include a intermission restroom stop and treat along the way!
    History Indoor Walking Tour

    151 E Upper Wacker Dr, Chicago

    • Learn the true story of Chicago's history and how Lake Michigan transformed into one of the world's leading alpha cities.
    • Listen to gripping tales of Chicago's history
    • Viewing dozens of carefully chosen archive photos in their personal view books
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    Quincy Street Distillery Tour

    Embark on a distillery tour to uncover the entire distillation process, and taste its magnificent spirits. Close your eyes and imagine the combination of the refreshing taste of history, and the unique expressions of craftsmanship. Better yet, you’ll learn about Quincy Street Distillery’s new products, and even discover how spirits are stored in barrels. Hear the history and stories behind their products, and sampling their classic formulas and distinct tastes. Experience a whole new style of craftsmanship!
    Quincy Street Distillery Tour

    39 E Quincy St, Riverside

    • Enjoy a tour with your friends and family as you learn the process of distilling, including making “cuts,” and the storing of spirits in barrels
    • Discover the world of spirits that blend the creative with the classic
    • Hear the history and stories behind wondrous craftsmanship
    • Sample delightful tastings from the distillery
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    1 positive reviews
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    Art Deco Architecture Walking Tour

    Chicago was the place during the roaring ‘20s with speakeasies galore. On this walking tour, you’ll discover the opulent exteriors and interiors of the Roaring ‘20s Jazz Deco, and the classic finishes of Art Moderne buildings. This two-hour adventure covers the period between the two World Wars, an eclectic design style composed of geometry and simplicity with vibrant colors and simple shapes that celebrate the rise of commerce and technology. This is elegant style and cool sophistication. Trace Chicago’s history through Jazz Age architecture, and maybe celebrate with an Old Fashioned!
    Art Deco Architecture Walking Tour

    224 S Michigan Ave, Chicago

    • Discover the opulent exteriors and interiors of the Roaring ‘20s
    • Learn about the history behind the Jazz Deco movement and the classic finishes of Art Moderne buildings
    • Trace Chicago’s history through this architecture
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    19 positive reviews
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    Loop and Millennium Park Tour

    Join Free Tours by Foot for the most interesting and informative way to experience Chicago’s downtown area called the “The Loop,” also known as the Theater District! Defined by the elevated train lines that form a circuit in the heart of the city, the Loop is Chicago's commercial core, home to big names such as Boeing and IBM. But, it's so much more: The Loop contains the largest concentration of skyscrapers, including the tallest in the United States and it is effectively a living architectural museum, with a large range of architectural styles, from Victorian to post-modern. Follow your expert local guide through Millennium Park to see the famous sculpture that everyone calls “The Bean” (even though it’s not a bean at all!), marvel at the work of Picasso and Chagall that decorates random street corners, and learn about these many fascinating styles of architecture that the city offers. Pay a visit to Marshal Fields before stopping for a photo opportunity at City Hall and the iconic Sears Tower. Take a selfie at the start of the legendary Route 66 and discover the Chicago Pedway, all while learning the history of how Chicago came to be and then how it did it all again after the Great Fire of 1871. Chicago may be known as The Second City, but on this tour you’ll discover exactly what makes it first rate!
    Loop and Millennium Park Tour

    175 N State St, Chicago

    • Explore Chicago’s downtown area known as “The Loop” on this guided walking tour
    • Follow your guide through Millennium Park to see the sculpture that everyone calls “The Bean”
    • Capture photos at the start of the legendary Route 66 and capture sights of the iconic Sears Tower
    • Learn how “The Second City” rose from the ashes after the Great Fire of 1871
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    22 positive reviews
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    Chicago Loop Tour

    Chicago’s not known as “The Second City” because it’s behind NYC or Los Angeles. It’s the Second City to only one, itself. Rebuilt after the Great Fire of 1871, Chicago’s one of a few city’s to top itself. On this walking tour, you’ll see the highlights of the Windy City. Feel those Lake Michigan breezes, and quickly understand the where its nickname came from. Along the tour, you will see Chicago’s spectacular sights and stroll about the eclectic architecture. Witness the skyline from ground-level, and learn about the many reasons tourists flock here every year. It's the Loop like you've never seen it before!
    Chicago Loop Tour

    425 N Michigan Ave, Chicago

    • Stroll through Chicago’s famous Loop
    • See the sterling skyscrapers and travel throughout the cityscape
    • Learn about Chicago’s history and its amazing architecture
    • Discover why this city is called "The Second City"
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    14 positive reviews
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    The Secrets of the Loop Tour

    Many tourists make the mistake of only focusing on the big stuff: Willis Tower, Grant Park, Wrigley Field. These places are amazing of course, but there’s so much more to Chicago. With their Open Your Eyes tour, Inside Chicago Walking Tours looks to focus in on the small details that people often fail to notice. On this 2 hour walking tour that covers a mile and a half, you’ll discover the hidden gems of Chicago. Your tour guide will help bring these “little things” to life. . You’ll visit a building with astounding acoustics, a serene garden oasis, the stone “ghosts” of Chicago’s financial history, and much more! The details that people unknowingly walk by will amaze you!
    The Secrets of the Loop Tour

    111 S Michigan Ave, Chicago

    • Discover a second side to the Second City by focusing on the fascinating details that people walk by everyday
    • Embark on a tour filled with exciting “little things,” unique stories, and more
    • Visit a peaceful garden oasis in the heart of the city, the only church that features images of Chicago in stained glass, and much more
    • Allow your knowledgeable tour guide to bring Chicago’s history and architecture to life for you
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    Interior Architecture Loop Tour

    Step inside magnificent lobbies, corridors, and the underground Pedway System for an in-depth look at architecture and a personal, cultural approach to experiencing downtown. Great for any time of year, you'll stay indoors for most of the walking tour. Highlights include a historic department store, a skyscraper church, the infamous Block 37, and the sparkling mosaics of the Chicago Cultural Center. You will also engage with photos and video clips on shared iPads, while a live tour guide shares expert commentary on this architectural and historical tour.
    Interior Architecture Loop Tour

    10 S Dearborn St, Chicago

    • Take an in-depth look at the architectural interiors of several Chicago landmarks
    • Explore the famous underground Pedway system
    • Engage with photos and video clips at each location
    • Uncover Chicago’s marvelous history through architecture
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    13 positive reviews
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    Chicago's North Side Tour

    The Wrigley Building, the Magnificent Mile, and Michigan Avenue are just a few of Chicago’s North Side hotspots. Venture to and experience the vitality and excitement of the Windy City on this sightseeing tour! This is the famous “Loop” you expect to see when you’re in the city. Here, you’ll take a narrated coach through the city, seeing Richard J. Daley Plaza, which houses the infamous Picasso sculpture, and a double-decked street. If that’s not enough for you, encounter Lincoln Park, visiting the lush greenery, lagoons, and flowers right inside this bustling city. This tour showcases the glitz and glamour of Chicago -- experience it for yourself!
    Chicago's North Side Tour

    The Loop, Chicago

    • Tour Chicago’s North Side, experiencing the vitality and excitement of the Windy City
    • See the Wrigley Building, the Magnificent Mile, and Michigan Avenue
    • Enjoy a narrated coach as your learn about the history and culture behind these iconic Chicago structures
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    Grant Park 5K Running Tour

    Do you know all the hidden gems that are hiding in Chicago’s Grant Park? There is more to see then just the Buckingham Fountain. This Grant Park 5K run will show you some of the secret spots that other runners miss. You’ll also visit the more popular areas and enjoy some of the best loved trails. As you run, your professional guide will share stories about the park’s history that will amaze you. The park has been home to a post office, armory and baseball club during its tumultuous history. Today, it is a beautiful green space for Chicagoans.
    Grant Park 5K Running Tour

    205 E Randolph St, Chicago

    • Discover Grant Park’s hidden gems on a running tour
    • See popular and hidden sites with the help of a guide
    • Learn surprising historical facts about Grant Park
    • Enjoy incredible views and peaceful scenery
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