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Chicago Private Tours

clock 3 to 4 hours
  • PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 4 PASSENGERS TOTAL.  Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago.  Our services include pick up from your downtown Chicago hotel, a 3-4 hour private City Tour in a chauffeured vehicle, and the services of one of our knowledgeable guides. This means...Read more

Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket

clock 120 to 150 minutes
  • The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2 to 2.5 hour private guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way.

    Highlights Generally...Read more

Art Institute of Chicago Skip-the-Line Guided Tour Semi-Private - Max 8 People

clock 120 to 150 minutes
  • The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2 to 2.5 hour semi-private (8 Guest Maximum) guided museum tour, you’ll be able to skip the line and explore it’s most famous pieces with the help of an engaging guide who will lead the way.
    Highlights...Read more

Train & Walking Tour: Chicago's Prairie District - Street of the Elite

clock 4 hours
  • Get a sense for how Chicago's wealthiest residents lived around the turn of the century and what remains today. This unique Chicago tour begins with an exploration and coffee at one of the city's newly-revitalized spaces: The beautiful Chicago Athletic Association Hotel.

    A short ride on the Green Line takes us to the Prairie District, home...Read more

Walking Tour: Chicago's Pilsen Neighborhood - Creativity & Community

clock 4 hours
  • Meet your tour guide at the 18th Street Pink Line Station in Pilsen — a vibrant neighborhood just southwest of the Loop originally settled by Czech immigrants.

    Upon arrival in Pilsen, you’ll enjoy a taste of authentic Mexican cuisine and visit the National Museum of Mexican Art. While walking through the neighborhood, you’ll...Read more

Walking Tour of Lincoln Park in Chicago

clock 2 hours
  • Chicago's motto is Urbs in Horto: City in a Garden. On this tour, you'll see why. Stretching for 1,208 acres, Lincoln Park is the largest park in Chicago. You will explore a small portion of the park, but you'll see how Chicago has seamlessly melded natural beauty into the urban...Read more

Underground Donut Tour - West Loop & Restaurant Row

clock 2 hours
  • The West Loop (or Restaurant Row) Donut Tour is a sister tour to our Original Downtown Tour. Geared towards those who want to see Chicago’s authentic foodie focused food scene, this is the tour for you! We’ll start on the west side of the loop and wander our way along Randolph and various side streets, showing off some of the more unique spots...Read more

Chicago Private Instagram Car Tour (Private & All-Inclusive)

clock 6 hours
  • If you're looking for an exciting and stress-free day exploring the wonders of Chicago, then this is the tour for you. We can’t wait to show you around!

    The morning will start with a private pickup from your hotel by one of our friendly, local guides. From there your tour will begin as you start your drive in one of our comfortable and...Read more

Millennium Park and Bean Virtual Tour in Chicago

clock 1 to 2 hours
  • Welcome to Millennium Park - home to the famous “Bean”.

    Learn how architects, artists, and engineers collaborated with Chicago’s movers and shakers to transform a railroad yard and parking lot into a magnificent park that has thrilled millions and become the envy of cities around the world.

    Understand the inspiration behind...Read more

Private Chicago Highlights Driving Tour

clock 3 hours
  • See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the sights. From the storied Magnificent Mile to the glamour of the Gold Coast, you’ll encounter the best of the Windy...Read more

Private Chicago Mafia and Blues Evening Tour

clock 2 hours 30 minutes
  • It isn’t Chicago history without a dose of mafia intrigue — and some killer blues tunes, too. This lively and fascinating private tour in Portuguese sends you back to the Chicago of the 1920s, 1930s, and 1940s, when Prohibition was in effect, when Al Capone roamed the streets, and when live music had never been hotter. See the site of the St....Read more

Full-Day Small-Group Tour of Chicago Neighborhoods with Lunch and Dinner

clock 8 hours 30 minutes
  • This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel through the South Side, North Side, Southwest, Northwest and a portion of Downtown showing more then 10 neighborhoods and...Read more

Architectural Boat Tour plus Walking Tour in Chinatown

clock 2 hours
  • Enjoy the opportunity to experience Chicago in the best two ways: by boat and on foot through one of Chicago’s unique neighborhoods, Chinatown. First, after meeting near the point where it all began — which is now the tail end of the famous Magnificent Mile — you’ll take part in the most popular tourist activity in Chicago, enjoying...Read more

Workers Cottages of Oldtown Triangle Walking Tour

clock 1 hour 45 minutes
  • This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their history and unique part of the growth of the city of Chicago. Plus you will hear about other fascinating Chicago history that dates back 150 years and beyond! The Oldtown Triangle is one of the...Read more

Chicago Walking Tour: Art Deco Skyscrapers

clock 1 hour 30 minutes
  • View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament.

    Discover the origins of Art Deco and its hallmark motifs while admiring buildings like the Chicago Board of Trade, One LaSalle...Read more

Chicago Walking Tour: Historic Treasures of Chicago

clock 2 hours
  • Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour.

    After the World's Columbian Exposition of 1893, Chicago was determined to become a great cultural and commercial...Read more

Chicago Walking Tour: The Magnificent Mile

clock 1 hour 30 minutes
  • Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that have become architectural icons.

    Developed over the past 100 years, the street includes...Read more

We Love Chicago Walking Tour

clock 90 to 120 minutes
  • Downtown Chicago is filled with gems. Some famous, others known only by select locals. Many of these spots are best seen on foot as opposed to a moving vehicle. We'll take you inside several of these architectural masterpieces, to where much of Chicago's real beauty can be seen. We'll also give you time to check out famous public art by the likes...Read more

Chicago River Walk Tours

clock 2 hours
  • The recently expanded River Walk is Chicago's newest hot spot and beautiful pedestrian walkway that follows the Chicago River as it flows through downtown.  It is one of the best ways to discover the Windy City. On this 2 hour walking tour including short boat ride, guests hear riveting tales about the "Second City" and what makes Chicago truly...Read more

Private Guided Chicago City Tour

clock 4 to 8 hours
  • Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life and world-famous architecture. Guests will see iconic downtown buildings, hear lesser-known stories from the past, and step inside gorgeous interior...Read more