Walking Tours · Tonight

(7 activities)
Reset Filters
  • Book Now

    Historic Chicago Bar Tour

    (17)
    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

    435 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
    BOOK NOW ← Back
    17 positive reviews
  • Book Now

    Amazing Scavenger Hunt Adventure (Chicago)

    (8)
    Price is for a group of 2-5 people Looking for a way to turn Chicago into a giant game board? Urban Adventure Quest has created an interactive scavenger hunt that combines the fun of the amazing race with a three-hour sightseeing tour of Chicago. Guided from any smartphone, you'll make your way among well-known and overlooked gems of the city, solving clues and completing challenges while learning local history. Answer questions to uncover the next, secret location. The adventure begins river side among the historic buildings and will take you on a journey through historic landmarks. Experience the rich history, beauty of the bountiful public art, as well as the indelible culture of this great city.
    Amazing Scavenger Hunt Adventure (Chicago)

    320 N Dearborn St, Chicago

    • Compete in a fun, interactive scavenger hunt around the city of Chicago
    • Answer questions and complete challenges to guide you to your next location on the tour
    • Adventure by famous Chicago landmarks such as the Bean and the Magnificent Mile
    BOOK NOW ← Back
    8 positive reviews
  • Book Now

    Interior Architecture Loop Tour

    (13)
    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
    BOOK NOW ← Back
    13 positive reviews
  • Book Now

    The Pedway Tour

    (8)
    The Pedway is one of Chicago's most misunderstood and enigmatic places. Tour this unique walkway known for connecting some of the city's major buildings. Enjoy a mile of walking, escalators, stairs, and revolving doors filled with ups and downs. You'll learn about everything from architecture to instances of Tiffany glass, while immersing yourself in all the quirky facts and details about the pedway. It's a great way to learn intimate knowledge that even Chicago natives may not know. And, if afterwards you're hungry, stop at one of the seven Dunkin' Donuts The Pedway has to offer!
    The Pedway Tour

    The Loop, Chicago

    • See the Chicago Pedway while gaining a new perspective of this iconic location
    • Be led by a local, knowledgeable tour guide who knows all the area's ins and outs
    • Enjoy a 90 minute, mile-long walk through this all indoor location that connects many buildings
    • Learn a variety of interesting and quirky facts about this strange urban space
    BOOK NOW ← Back
    8 positive reviews
  • Book Now

    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
    BOOK NOW ← Back
    26 positive reviews
  • Book Now

    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
    BOOK NOW ← Back
    26 positive reviews
  • Give the gift of fun with a Vimbly gift card!
    Learn More
  • Book Now

    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
    BOOK NOW ← Back

Kind words from our customers