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Top Illinois Private Custom Tours
Chicago Lakefront Electric Bike Tour
1 to 2 hours - This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point.
It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum...Read more
Private Chicago Highlights Driving Tour
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 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
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
2 hours - Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect...Read more
Private Half Day Highlights of Chicago, with Hancock Tower Observation Deck Tix
4 hours - Enjoy a privately guided walking tour of Chicago's highlights, including a deep dish pizza and tickets to the 360 Observation Deck on the 94th floor of Hancock Tower. During your Private Half Day Highlights of Chicago Tour you'll visit the city's major sites. Known for its bold architecture and jazz heritage Chicago is a striking city whose...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
Personal Travel and Vacation Photographer Tour in Chicago
1 to 3 hours - No more selfies or pestering strangers for photos of yourself and loved ones, enjoy the services of a professional vacation photographer in Chicago to capture your travels in a contemporary and candid style.
Specialising in delivering quality photography with photographers all over the world, we guarantee you amazing photos to remember...Read more
Private Guided Chicago City Tour
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
Shoot My Travel- Experience Chicago With a Local Photographer
1 hour - Chicago is the perfect city to get a dose of all that is great about America: beautiful parks, innovative architecture, and historic figures. All with a side of deep dish pizza, blues, and baseball!
Millennium Park welcomes with visionary architecture and public sculptures, like “the Bean,” while Willis Tower, once the tallest building in...Read more
Private Chicago Scenic Driving Tour
3 hours 30 minutes - 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 Sightseeing Cruise in Chicago
4 hours - What an amazing experience you will have on this One of a Kind Private Sightseeing tour! We will explore the wonders of Chicago from a 46-foot Private Yacht.
Chicago's newest Harbor has been adorned with new playgrounds, swimming pools, food stands, and more. We will pick meet you here for the start of a wonderful day! After 31st harbor, we...Read more
Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago
2 hours - Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect...Read more
Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket
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
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, dressed in period clothing, the tour makes stops at:
• Al Capone’s neighborhood
• Old Chicago...Read more
Chicago Private Tours
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
Private Al Capone Gangster Tour in Chicago
3 hours - Chicago and the history of the mob are synonymous when we look back at history. That’s why we provide an in-depth Chicago Gangster Tour that makes all of the infamous stops for our patrons.
Visit the old stomping grounds of:
• Al Capone
• John Dillinger
• The Untouchables
View crime scenes immortalized in...Read more
Private Custom City Tour in Chicago
3 hours - Let us put the Custom in Chicago Custom tours… What are your must-see venues- What would personalize your excursion- We’ll plan your tour and make it...Read more
Chicago Instagram Walking Tour (Private & All- Inclusive)
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 Foodie Lovers Private Tour
4 hours - Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is the tour for you.
The day will start with meeting with your friendly local guide. From there your tour will begin as you start your...Read more
Private Chicago Architecture Tour
3 hours - Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern skyscraper. Chicago is so renowned for architecture that it’s the most vertical metropolis from here to Hong Kong.
On our Chicago Architecture Tour, we’ll stop at and discuss:
• Sears “Willis”...Read more