Walking Tours · This Weekend

(22 activities)
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    Chicago Rivers, Parks, and Architecture Tour

    (18)
    Experience the architecture of Chicago on a unique segway cruise along the river-walk. You will be able to view iconic bridges, parks, and skyscrapers as you glide effortlessly from along each location. You will see "The Bean" up close and personal as you roll through Millennium Park and along Chicago's historic Michigan Avenue. See the lakefront from DuSable and Monroe Harbors with majestic views of Navy Pier at the mouth of the Chicago River. Finally, you will top off the tour by gliding through Grant Park where you'll stop at Buckingham Fountain to see the water display and glamorous views of Chicago's lakefront and skyline. Why walk or float, when you can glide! All riders must be at least 12 years of age and weigh a minimum of 100 pounds. All riders under the age of 18 must be accompanied by an adult. The maximum recommended weight limit as specified by the manufacturer, Segway, LLC, is 260 pounds. It is not recommended that pregnant women and any person with health restrictions, seizure disorders, intolerance or sensitivity to extreme heat and sun, or persons who have had recent prosthetic surgery participate in this activity. Riders must be capable of standing for extended periods of time.
    Chicago Rivers, Parks, and Architecture Tour

    300 E Monroe St, Chicago

    • Experience the rivers, parks, and architecture of Chicago atop a nimble segway
    • See iconic figures of Chicago including The Bean, Millennium Park, Michigan Avenue, DuSable Harbor, Grant Park and Buckingham Fountain
    • Learn about the history of the area and the architecture from a knowledgeable tour guide
    • Stop for great photo opportunities and see the sites from the effortless glide of a segway
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    18 positive reviews
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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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    River Walk Sightseeing Tour (Summer)

    (25)
    Reflecting the beauty of Chicago's skyscrapers, the River Walk provides a relaxing alternative to traversing the bustling city streets. Lush greenery, cafes, and cozy seats adorn the riverside. On this tour, enjoy entertaining stories as you trot along river Confluence, Arcade Civic, and Market districts. Discover fantastic views of the city's iconic skyline, visiting historic locales like Wrigley, Aqua, and Trump Tower. In a matter of hours, you'll walk Chicago's past, present, and future, while reveling in the stories of the city's most colorful characters. Now, that's something truly unique.
    River Walk Sightseeing Tour (Summer)

    111 E Upper Wacker Dr, Chicago

    • Relax in the sun or shade along the Chicago River, hearing about the incredible buildings and the people who built them
    • Take in the spectacular views of Chicago's skyline
    • Hear about Chicago's fascinating characters like William Wrigley Jr., Al Capone, and Helmut Jahn
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    24 positive reviews
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    Chicago Walking History Tour (Summer)

    (25)
    Did you know Chicago used to be a massive swampland that merely intersected the Chicago River and Lake Michigan? Nothing existed, and back then, you'd never guess a skyscraper could stand on such land. Well, today's quite different. This walking tour dives into Chicago's history from stormy swamp to alpha city. As you travel through the streets, listen to the entertaining guides describe the various events that shaped Chicago into one of the prettiest and most successful cities in the world. Visit architectural masterpieces and iconic portraits that distinguish Chicago as one of the best.
    Chicago Walking History Tour (Summer)

    111 E Upper Wacker Dr, Chicago

    • Uncover Chicago's eclectic history, ranging from mobsters to politicians, to the Fort Dearborn Massacre
    • Sit and relax while you listen to great storytelling and see the spectacular sights
    • Learn about Chicago's fascinating characters including mobsters, architects, and millionaires
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    24 positive reviews
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    Chicago Ghost Tour

    (11)
    The Windy City is known for her food, architecture, and haunting history! Join this walking tour as the sun sets through downtown Chicago, and hear some of the most gruesome and creepy local stories recounted by your expert guide. First stop is the Congress Hotel, known as 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. Then, visit Death Alley and the site of the Eastland Disaster, and catch a glimpse of Chicago's sordid past through stories of the Everleigh Club, the 1900's Red Light district, and famous downtown prison breaks. But consider yourself warned: this tour is not meant for the faint of heart, taking only those who seek a good thrill and are interested in the underbelly of Chicago.
    Chicago Ghost Tour

    520 S Michigan Ave, Chicago

    • Enjoy a spooky insider's look at the haunted history of The Windy City on this after hours walking tour
    • Visit the locations where H. H. Holmes, Chicago's first serial killer, wandered as he stalked his prey
    • Hear stories of gruesome and creepy happenings in Chicago
    • Gain a unique perspective on Chicago, and mingle with fellow tour goers
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    11 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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    Chicago's Gold Coast Tour

    (1)
    After the Great Chicago Fire and following Potter Palmer's castle-esque mansion, the wealthiest of Chicago began moving north of the Loop, filling in the once swamp area to develop Lakeshore Drive and what would became one of the cities wealthiest neighborhoods. Join Free Tours by Foot for a leisurely stroll through this fabled neighborhood, referred to as the Gold Coast! Following your expert local guide, you'll explore the vintage architecture and modern high rises that dot the shores of Lake Michigan and meander through the residential side of Chicago, taking in the older upscale homes of the city. Explore the very popular Rush Street restaurant and nightclub area as you head towards Lincoln Park Zoo to discover exactly what makes "The Second City" so first rate!
    Chicago's Gold Coast Tour

    140 E Walton Pl, Chicago

    • Explore one of Chicago's wealthiest neighborhoods on this informative guided walking tour
    • Snap great photos as you pass the vintage architecture and modern high rises along Lake Michigan
    • Follow your expert guide to learn the fascinating stories of the men and women who built these iconic buildings
    • Stroll down the very popular Rush Street restaurant and nightclub area as you head towards Lincoln Park Zoo
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    1 positive reviews
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    Modern Architecture Walking Tour

    (14)
    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

    111 E Wacker Dr, 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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    12 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

    17 E Monroe St, 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

    17 E Monroe St, 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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