Inside Chicago Walking Tours

(6 activities)
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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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    Interiors of the Loop Tour

    You’ve never seen Chicago like this before. Inside Chicago Walking Tours has scoured this buzzing business district and carefully selected a handful of must-see hidden treasures, just for you! On this walking tour, you’ll be amazed at the magnificence beyond the facade. All those buildings you pass by when you’re rushing through downtown Chicago -- have you ever thought about what’s behind those doors? An entire world exists that people rarely think about, let alone have a chance to see. Inside Chicago Walking Tours has scoured the city’s buzzing business district and carefully selected a handful of must-see treasure that are usually hidden behind closed doors! On this walking tour, you’ll be amazed at the magnificence beyond the facades. Your knowledgeable, trusty tour guide will lead you away from the hustle and bustle of downtown Chicago for a beautiful adventure through the most stunning interior spaces you’ll ever see! Sites include rooms full of colorful stained glass mosaics, art deco lobbies straight out of the roaring 20s, 80-foot ceilings covered in real gold, and much more! So what’re you waiting for? Let Inside Chicago Walking Tours show you this “second side” of the Second City!
    Interiors of the Loop Tour

    233 S Wacker Dr, Chicago

    • Experience an enchanting world that lies behind the doors of many buildings that most people unknowingly pass by every day
    • Allow your friendly, knowledgeable guide to show you the best of Chicago’s interiors during this 1-and-a-half-hour tour
    • See art deco lobbies that look straight out of the roaring 20’s, chandeliers imported from France, and more!
    • Take a break from the hustle and bustle of downtown Chicago to go on a beautiful adventure
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    Historical Masterpieces of the Loop Tour

    Whether you’re a tourist eager for the inside scoop or a local looking for another reason to love your hometown, Inside Chicago Walking Tours has a treat in store for you! On this 2 hour excursion, you’ll cover a mile and a half of Chicago’s Loop Chicago’s, through the city’s past and present. You’ll explore by walking through the very foundations of modern architecture! You’ll be taken to the exact site where America saw its first skyscraper -- a daring and innovative “giant” of its time -- and a comparable building by the same architect. Touch 120-year-old walls that tell the story of architecture’s evolution, walk through the hotel where a young Queen Elizabeth once stayed, and understand why the Second City is truly second to none!
    Historical Masterpieces of the Loop Tour

    301 S Columbus Dr, Chicago

    • Get to know Chicago’s Loop from past to present on a historical, engaging walking tour
    • See where America’s first skyscraper stood and a comparable building by the same architect
    • Touch 120-year-old walls that tell the story of modern architecture’s revolution
    • Allow your knowledgeable tour guide to bring Chicago’s famed constructions to life
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    River North & Cathedral District Tour

    On this walking tour, you’ll explore River North, one of the oldest neighborhoods in Chicago, by learning about its fascinating architecture. As you watch other tourists rushing from place to place in River North, you’ll stroll along, gaining a deeper appreciation for the city with ever leisurely step. Your trusty tour guide will reveal to you hidden stories about the area’s transformation, especially its rebirth after the Great Fire of 1871. You’ll also witness the stunning contrast between the fortress-like mansions of the 1800s and today’s soaring skyscrapers! And this is all just a sneak preview of what’s in store!
    River North & Cathedral District Tour

    806 N Michigan Ave, Chicago

    • Take a journey through time and learn the story of River North, one of the oldest neighborhoods in Chicago
    • Learn about the destruction of the city by the Great Fire of 1871
    • Gain a deeper appreciation for the history and evolution of this area
    • Allow your knowledgeable tour guide to bring Chicago’s history to life for you
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    The West Loop & Wolf Point Tour

    If you want to get to know Chicago’s world-famous architecture without venturing too far from downtown, look no further than this walking tour! Inside Chicago brings the historic West Loop to life through a range of fascinating stories about real people, including the early tavern owners who built the city’s first bridge -- it was to help drunk patrons cross the Chicago River. You’ll hear tales of other famous characters from the neighborhood, such as Mother Cabrini (first American saint) and August Spies (revolutionary and inspiration for Labor Day). You’ll travel through grand train stations and immigrant churches, past labor monuments and post-Fire architecture, to the location where Chicago was “born” as a city! You’ll also look forward: Your guide will paint a gleaming picture of the beautiful architecture that will shape Chicago’s future. So what’re you waiting for? There’s a good reason why the Second City is second to none!
    The West Loop & Wolf Point Tour

    610-30 W Adams St, Chicago

    • Get to know the culturally rich West Loop and the fascinating stories of the people who lived there, such as German labor activists and Irish immigrants
    • Learn about Chicago’s most famous characters, like August Spies, the anarchist whose labor activism led to the internationally celebrated International Workers’ Day
    • Discover what’s still to come in terms of Chicago’s architecture
    • Explore the “melting pot” that continues to evolve today with your knowledgeable tour guide
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    The Mag Mile & Riverfront Tour

    You might know the West Loop like the back of your hand, but you’ll never fully know the Windy City until you explore the Chicago River -- the City’s heart, the reason for its very existence. On this tour, you’ll take a whirlwind trip through history as you learn about the river. It’s been traveled by missionaries, explorers, immigrants, and soldiers; polluted, clean up, dyed, dredged, and even reversed. You’ll hear about all of this and more. You’ll also witness the stunning architecture and famed views provided by the riverfront and the stretch known as the Magnificent Mile, such as the Trump Tower. And this is all just a sneak preview of what’s in store! Come discover why the Second City is second to none!
    The Mag Mile & Riverfront Tour

    50 W Washington St, Chicago

    • Discover the fascinating history of the Chicago River, the silent beating heart of the city
    • Learn how to visually pick apart buildings’ exteriors to learn more about them
    • Allow your tour guide to lead you through Beaux-Arts corridors, Neo-Moorish stylings from the roaring 20s, and more
    • Witness the world-famous views provided by the riverfront and the “Magnificent Mile”
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