Walking Tours · This Weekend

(22 activities)
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    Architecture of the Loop Walking Tour

    Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city. Appreciate the interiors of the Marshall Fields Building, Chase Tower, Chicago Cultural Center and more, plus see public art by Chagall and Picasso. Stroll through elegant lobbies, under glittering domes and into the sprawling network of Chicago Pedway tunnels. Your expert guide shares insights about the city's diverse architectural styles and history, bringing the details of the Windy City into vivid focus. Your tour starts out as you meet your guide at Chase Tower to start your exploration of the Loop's interior architecture. Expect to walk a half mile (0.8 km) during an easy 2-hour walking tour with plenty of stops. Your guide shares expertise in architecture, design, art history and history, and provides participants with iPads that show archival images such as maps, historic photos and documentary video clips. Walk through the Marshall Field's Building, where you'll see famous elements of this iconic edifice, including its beautiful atrium and a Tiffany & Co-designed mosaic ceiling. Ponder the design of the very modern Block 37 complex, situated in the heart of the Loop at a trend-setting location where the city's first skyscrapers and supermarkets were built. See the extensive public plaza, which sits at the geographic center of the Chicago Loop and features Marc Chagall's Four Seasons mural. Admire another famous piece at Daley Plaza: the untitled Chicago Picasso sculpture, which stands 50 feet (15 meters) tall and was the Windy City's first piece of public art. Look at the city through the lens of the Chicago Pedway system -- a network of ground-level concourses, tunnels and bridges that connects buildings throughout Chicago's central business district. Discover how to maneuver through the Pedway and find your way from underneath the downtown. Your tour concludes at the Chicago Cultural Center, a landmark building where you see a magnificent stained glass dome. It was completed in 1897 and originally was Chicago's first central public library. Afterward, say farewell to your guide and make your way to your next destination.
    Architecture of the Loop Walking Tour

    10 S Dearborn St, Chicago

    • Enjoy a guided tour of Chicago's breathtaking architecture
    • Visit the trend-setting Block 37 complex, home of the city's first skyscrapers
    • See the stunning mosaic ceiling of the Marshall Field's building
    • Explore the Pedway system, a network of tunnels and concourses between buildings
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    Loop Highlight Tour

    (26)
    Join Free Tours by Foot for the most interesting and informative way to experience Chicago's downtown area called "The Loop"! On this highlight tour, 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 the many fascinating styles of architecture that the city offers. You will find the hidden treasures of Tiffany Glass tucked away in public buildings 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 Highlight Tour

    1 W Wacker Dr, Chicago

    • Explore Chicago's downtown area known as "The Loop"on this interesting and informative guided walking tour
    • Follow your expert guide through Millennium Park to see the sculpture that everyone calls "The Bean"
    • Marvel at the work of Picasso and Chagall that decorates street corners
    • Learn how "The Second City"rose from the ashes after the Great Fire of 1871
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    26 positive reviews
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    Lakeview and Lincoln Park Beer Tour (Sat) *

    (5)
    So, of course you don't need a tour of beers, you're already the expert there. But do you need a tour of Lakeview and Lincoln Park Beers? Probably. Kick this walking tour off at a local watering hole, where you'll meet your guide and enjoy your first beer tasting of the day. Then continue the tour around the Lakeview and Lincoln Park neighborhoods, making your way to other locally-owned, off-the-beaten-path establishments. As you walk, you'll hear plenty of stories from your insider guide about Chicago's long history of brewing beer. Along the way, you'll pop into an Irish pub for a creamy pint of Guinness pulled just right by an expert barkeep. Head over to a beer-and-bacon bar to savor a variety of crispy bacon treats paired with your beer tasting. Meet the owner of a specialty beer and wine store, and hear about how he handpicks his collection. And stop by a microbrew pub before walking into a punk rock bar that was established before Prohibition and is known today for its eclectic beer selection and whiskeys. You'll also have the chance to watch a home-brewing demonstration, learning about different beer styles as you take in the aromatic hops and barley. When your tour ends, you'll have plenty of new knowledge about some of Chicago's best places to find a great pint. Whether you're an expert or not, you're going to love this tour. Why? Because, beer.
    Lakeview and Lincoln Park Beer Tour (Sat) *

    Harrigan's, Chicago

    • Sip your way through Lakeview and Lincoln Park's best beers on a 3-hour walking tour of 2 iconic Chicago neighborhoods
    • Follow your guide to a series of bars and breweries for flights of regional craft brews
    • Raise a glass as you learn how Chicago's immigrant cultures created a proud brewing tradition
    • Experience the bar scene like a local, try a classic Midwestern pairing at a beer-and-bacon bar, and see what's on draft in the Windy City
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    5 positive reviews
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    Art Deco Architecture Walking Tour

    (18)
    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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    16 positive reviews
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    Modern Architecture Walking Tour

    (18)
    Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that incorporate new, environmentally-sustainable technology. A great two hour tour for architecture buffs, as well as anyone with a simple interest in the buildings of Chicago. Learn about post-WWII developments and the impact of technological and zoning changes. Admire the stainless steel cladding on the Inland Steel Building, the whimsical post-modern designs of the Harold Washington Library and 190 S. LaSalle, and contemporary buildings like One South Dearborn, Blue Cross-Blue Shield and the Art Institute's Modern Wing. Isn't about time you learned a little more about the city you live in?
    Modern Architecture Walking Tour

    224 S Michigan Ave, Chicago

    • Explore the international, modern, and postmodern architectural movements that hit Chicago
    • Learn about post-WWII developments and the impact of technological and zoning changes
    • Admire the whimsical designs of famous Chicago structures
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    16 positive reviews
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    Chicago Grand Half-Day Tour

    (26)
    If you're looking for the most comprehensive, in-depth tour of Chicago, you may want to schedule the Grand Tour, a half-day tour that showcases everything famous and interesting there is to see in Chicago. Discover the highlights of Chicago's North and South sides, and enjoy a scenic route along the Outer Drive. Pass by the city's beautiful Washington Park and Grant Park, and make a 20-minute stop at the fascinating Lincoln Park Conservatory. You'll also uncover the magnificent art and architecture that can be found on nearly every street corner as well. Experience the Windy City in all its glory!
    Chicago Grand Half-Day Tour

    The Loop, Chicago

    • See everything there is to see in this four-hour tour of Chicago
    • Explore the highlights of both Chicago's North and South side
    • Learn about the art and architecture that fill the Windy City's streets
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    26 positive reviews
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    Chicago's North Side Tour

    (26)
    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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    26 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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    Chicago River and Navy Pier Running Tour

    (10)
    Have you ever considered that if the Chicago River was not reversed, then the city might not exist today? In 1900, the Chicago River was permanently reversed to stop the ongoing epidemics of cholera and typhoid. By making the river flow in the opposite direction, the engineers were able to protect Chicago's precious water supply from contamination. This running tour will teach you more about the Chicago River and its amazing history. Your talented guide will share stories of hardship, bravery and survival while you enjoy the scenery.
    Chicago River and Navy Pier Running Tour

    205 E Randolph St, Chicago

    • Enjoy a scenic running journey next to the Chicago River
    • Discover two unique characteristics of the river
    • Learn more about Chicago's history from a talented guide
    • Enjoy a workout that gives you the chance to see beautiful views
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    10 positive reviews
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    Historic Chicago Bar Tour

    (20)
    On this pub crawl with an educational twist, you'll explore Chicago's entertainment history and learn about prohibition, jazz, vices, and social clubs. You will interact with historic photos and videos on shared iPads and visit historic buildings for three drink stops. On this walking tour of Chicago, visit some magnificent lobbies and really engage with beautiful historic architecture. Historic photos and video clips are presented on shared iPads along with expert tour guide commentary.
    Historic Chicago Bar Tour

    343 N Michigan Ave, Chicago

    • Join a historic pub crawl with an educational twist as you enjoy delicious beverages
    • Explore Chicago's entertainment history and observe storied architecture
    • Learn about local prohibition, jazz, theater, vices, and social clubs
    • Interact with Chicago in one of the most unique ways imaginable
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    20 positive reviews

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