Walking Tours · This Weekend

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    Finest of Everything Walking Tour (Summer)

    (25)
    Exactly as the name suggests, the "Finest of Everything Tour" explores the city's rich history and glamorous locales. Strolling through the Loop, view and learn about Chicago's finest architecture and artwork, while listening to heartrending tales about the city's disasters. In addition to the scenic walk, you'll uncover Chicago's underground Pedway system and enjoy a boat ride along the river. Told you, it brings the finest of everything together! You'll laugh; you'll cry; and it'll take your breath away.
    Finest of Everything Walking Tour (Summer)

    111 E Upper Wacker Dr, Chicago

    • Stroll through Chicago's Loop area, discover the mysterious Pedway, and enjoy a boat ride along the river
    • Listen to tales about the city's history including heartbreaks and subsequent rises
    • View the iconic art and architecture that grace the city streets
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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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    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 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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    Chinatown Walking Tour

    (1)
    What's a better way to experience Chinese and Chinese-American history, architecture, and culture than by exploring Chicago's Chinatown? On this walking tour you will explore this unique area while stopping at many notable gift stores, teahouses, bakeries, and candy stores that help define the area. Make your way past fascinating locations such as the St. Therese Chinese Church and Chinatown Zodiac Square. You'll explore over five blocks of this fascinating, culturally-rich neighborhood while taking in all it has to offer. Leave feeling like you've had a full experience exploring Chinatown!
    Chinatown Walking Tour

    2126 South Archer Ave, Chicago

    • Explore Chinatown and embark on a tour that covers some of its most famous and notable sites
    • See a variety of different culturally-fascinating locations like the Nine Dragon Wall and the Buddhist Temple
    • Get the full Chinatown experience by taking in its sights and sounds with the help of a knowledgeable guide
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    1 positive reviews
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    Twilight Riverwalk & History Tour

    (26)
    Join Free Tours by Foot for a leisurely stroll along the northern reaches of the Chicago River to take in the surrounding beautiful architecture! Following your expert local guide, you'll learn the fascinating histories of Chicago icons, such as the Tribune Building, Trump Building, and Wrigley Building, and hear the stories behind the men and women who built them. The tour even ends right around the corner from Municipal Pier #2 (better known as Navy Pier), where you can easily stroll over to see the sites including the Ferris wheel, the Stained Glass Museum, and tons of food vendors. Chicago may be known as The Second City, but on this tour you'll discover exactly what makes it first rate!
    Twilight Riverwalk & History Tour

    1 W Wacker Dr, Chicago

    • Explore the northern reaches of the Chicago River on this informative guided walking tour
    • Snap great photos as you pass the Tribune Building, Trump Building, and Wrigley Building
    • Follow your expert guide to learn the fascinating stories of the men and women who built these iconic buildings
    • Stroll over to Navy Pier to see the Ferris wheel, the Stained Glass Museum, and tons of food vendors
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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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    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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