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Top Chicago Private Sightseeing Tours

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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

Eastside Chicago: "The Art Heist" Exploration Game

clock 1 hour 35 minutes
  • Play a city game where you will follow clues to discover amazing places and local stories in Chicago.

    You’ll tour Chicago’s famous Millenium Park and learn about the iconic works of art that populate the area on your way to riches beyond your imagination.

    Are you up for an adventure in Chicago?

    Highlights:
    Explore...Read more

Ghosts of Chicago: Haunted City Exploration Game

clock 2 hours
  • Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Ready for an adventure?

    Highlights:
    1. Explore historical places in Chicago such as the Chicago History Museum, the Standing...Read more

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers

clock 40 to 60 minutes
  • This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons and artists, the DuSable Museum of African American History and the birthplace of the Atomic Age.

    In storied...Read more

Vice, Crime and Gangsters in Chicago: A Self-Guided Audio Tour

clock 75 to 115 minutes
  • Are you looking for a way to see the wicked city without joining a tour group? Explore at your own pace with this affordable walking tour.

    • Find the city’s dark side with stories of opium trade, the city’s first vice, and a shanty town filled with criminals and prostitutes
    • Hear from producer Richard Junger, an urban historian...Read more

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

clock 45 to 60 minutes
  • See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affordable walking tour.

    • Walk in the footsteps of the gangsters, bootleggers, hoodlums, gunmen, and crooked cops and politicians who made up what was known as the “Chicago Outfit”
    • Hear from producer Richard Junger, an urban...Read more

The Loop, River North and Chicago’s Theater District: A Self-Guided Audio Tour

clock 120 to 150 minutes
  • Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour.

    • Take in Chicago’s concrete giants and hear fascinating stories about quirky artworks, local tragedy, and the city’s journey to revitalisation
    • Hear from producer Phil Biedron, an actor and tour...Read more

Deep-Dish Pizza Making in Chicago with Local Expert

clock 4 hours
  • Get once-in-a-lifetime experience and learn how to make the authentic-tasting deep-dish pizza. Meet new friends and take part in this fascinating private cooking class at a local family home. Learn traditional recipes and take this knowledge back home as a memorable gift reminding you of the beautiful time in Chicago. Enjoy a hospitable atmosphere...Read more

Chicago Elopement! City Landmark Photoshoot, Private Driver, and More!

clock 2 to 3 hours
  • Chicago Elopement Package! What a way to say, "I Do." Chicago is a city full of great architecture and beautiful waterways, which make the best wedding photo backdrops. Your wedding coordinator will walk you through the paperwork process and help you pick a location in one of our city's most picturesque parks (if you want an indoor location, this...Read more

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

clock 2 hours 30 minutes
  • The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 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 Include: (if...Read more

Private 45-Minute Chicago Skyline Helicopter Tour

clock 45 minutes
  • This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per...Read more

? Chicago Instagram Walking Tour (Private & All- Inclusive)

clock 4 hours
  • Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour for you.
    The morning will start with meeting with your friendly local guide at the meeting point. From there your...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

Chicago Self-Guided Audio Tour

clock 1 to 5 hours
  • Short and highly selective information in the audio commentary for top 15 tourist attractions in around Chicago

    Highlights of this Self-Guided Audio Tour

    • It allows you to go as per your own convenience of time, pace and location.

    • You can able to design your own itinerary as per your interest and conveniences (or)...Read more

Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago

clock 2 hours
  • Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch.

    Focus can be on public or street art, architecture, food, and much more!...Read more

Private Frida & Friends tour in Pilsen

clock 2 hours
  • Discover Pilsen and its local art, street art, food and people.
    We will visit a traditional bakery and taqueria and enjoy the art of many great local artists. And then there are the hundreds of cool murals in the neighborhood. We may even meet one of the street artists or stop by an artist studio (on...Read more

Family walking tour in Chicago

clock 2 hours
  • Where does the Name Chicago come from? Experience the most rewarding adventure with your family on our exclusive family walking tour. Our family-friendly local professional guide will make sure the kids have as much fun sightseeing as adults. The well-informed guide will take you on a 2-hour long walking tour. The tour has an easy pace and...Read more

Chicago’s artsy cultural landmarks – walking tour

clock 2 hours
  • Let Chicago be your next cultural stop. And what better way to start than by exploring the city’s Cultural Center. Enter Millennium Park. Chicago’s urban symbol and central meet point. And as you pass through America’s most historic hotel lobbies. Be sure to tag “Palmer House” as your photo location. You’re in it! Once you’ve tasted...Read more

Guided Tour “Love Stories of Chicago”

clock 2 hours
  • An exclusive tour for all the romantics of the world! Together with the professional local guide, you will visit the most romantic places in the city. Chicago has many nicknames, including the Windy City, the City of Big Shoulders, the Second City, and the City that Works. You will feel spellbound in a charming atmosphere. What is considered as...Read more

Magic Christmas Tour in Illinois (Chicago)

clock 2 hours
  • The exclusive tour only in the Christmas period! This special times brings magic Chicago, Illinois. Chicago is known for being a architectural city from the slopes of the John Hancock center to the Boxy sides of the Willis tower. Together with the professional local guide, you will visit the most beautifully decorated places. You will feel...Read more
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