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Top Chicago Private Custom Tours
A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers
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
Millennium Park Photo Shoot and Walking Tour
30 to 120 minutes - Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You will be escorted by a local professional photographer who will guide you through your chosen route and will take pictures of your experience so you can return home with the ultimate souvenir.
Your...Read more
Private Haunted History of Chicago Ghost Tour
3 hours - Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a unique and underground ghost tour, providing you with the rare opportunity to visit many of Chicago’s notable haunted locations.
• Murder Castle: the hotel designed specifically for murdering people in the late 1800s by America’s first mass...Read more
Chicago Elopement with City Landmark Photoshoot & Private Driver
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
The Heist Outdoor Escape Game in Eastside Chicago
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
Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour
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
Chicago Architecture Walking Tour (private & all-inclusive)
3 hours - On this tour your guide will take you on a walk around Chicago’s historic Loop District where you will get to see some of the oldest skyscrapers in the world and we'll take you inside some of the city’s most influential and iconic buildings.Your guide will share the history of Chicago and explain the multiple architectural influences that...Read more
Love is in the Windy City - Chicago Walking Tour
2 hours - How about an unforgettable time in Chicago with your beloved? If you're looking to have the most romantic time while visiting famous attractions of Chicago, then you can't miss this walking tour! Why is Chicago called "The Windy City"? Did you know that Chicagoans call The Cloud Gate "The Bean"? Do you know why? Together with the professional tour...Read more
Private 45-Minute Chicago Skyline Helicopter Tour
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
Private Tour in Spanish of the City of Chicago
3 to 5 hours - This private tour service through the city of Chicago makes it unique by being personalized, where you want us to pick you up.
Our Tours provided by Miguel Carboni can be given in Spanish and Portuguese.
Also his way of making passengers feel comfortable and fully enjoying themselves and clearing up all their doubts about this great...Read more
Skip-the-Line Art Institute of Chicago Exclusive Guided Museum Tour
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 exclusive 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 Speakeasy Pub Crawl in Chicago with Local Historian
3 hours - Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, the tour makes stops at:
• Al Capone’s neighborhood
• Old Chicago bars
• Prohibition...Read more
Private Chicago Scenic Driving Tour
2 hours - Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and...Read more
Private Chicago 2 Hour Walking Food Tour
2 hours - Join a local guide on this exploration of Chicago’s amazing food scene! The Loop is buzzing with activity, day and night, and your local guide will navigate you through the downtown streets straight to the vendors and restaurants they love most.
As we pass by places like the Chicago Riverwalk and take in the city’s awe-some...Read more
Private Evening Sail in Chicago Ending with Navy Pier Fireworks
2 hours - Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable...Read more
Private 2-Hour Walking Tour: Chicago Loop Interior Architecture
2 hours - Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide.
You will enjoy a private tour and discover the hidden architectural treasures of Chicago with a local expert.
Here are some examples of what you will enjoy:
- Chicago Loop, Chicago
-...Read more
Chicago Self-Guided Audio Tour
1 to 2 hours - Learn more about the top 15 tourist attractions in Chicago. Its history, culture, myths, architecture, and other important facts are in this audio commentary.
The top 10 advantages for those who prefer flexibility on their tour.
1. Safe - Not required to download, with just a click of secure access links it can be listened to online on...Read more
Chicago Private Tours
3 to 4 hours - PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS. 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 you...Read more
Chicago’s artsy cultural landmarks – walking tour
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
Gold Coast Grandeur: A Stroll Through Chicago’s Elite Past
2 hours - Discover the elegance and history of one of Chicago’s most prestigious neighborhoods with “Gold Coast Grandeur: A Stroll Through Chicago’s Elite Past”. Start your tour at the Ambassador Chicago – JDV by Hyatt, a historic hotel known for its timeless style. Wander along N Astor St, an avenue lined with opulent homes and architectural...Read more