Chicago
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Viator
Meet and Greet Private Sedan Transfer from MDW to Downtown Chicago
Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
30 Minutes - 1h 30m
Chicago
- Free cancellation
- Private tour
From
$240
No similar experiences found
Viator
ORD Airport to Downtown Chicago Private Transfer
Our transportation service stands out for its reliability, comfort, and private door-to-door experience. Travelers enjoy professional chauffeurs, flight tracking, clean air-conditioned vehicles, luggage assistance, and a smooth direct transfer to Downtown Chicago. Unlike shared transportation, this private service offers personalized pickup, privacy, and a more comfortable travel experience from arrival to drop-off.
40 Minutes
Chicago
- Free cancellation
- Private tour
- New
From
$150
No similar experiences found
Viator
Chicago Architecture, Art and History Tour - Off The Beaten Path
This short but sweet and unique adventure will take you on a 2-hour walking tour by the interiors of the most iconic buildings of Chicago downtown. Dive into the extravaganza of splendid hidden gems of the city as you explore the details that no mainstream tours can offer. The itinerary is thoroughly designed by a professional local guide who knows every corner of the Chicago skyscrapers. • Get beyond the famous facades to experience the surprising interiors of the neighborhood • Follow your local guide to discover what’s hidden from most of the tourists • Be provided with fun and surprising facts about the destinations • The tour is interesting for the Chi guests as well as for the residents.
2 Hours
Chicago
- Free cancellation
From
$95
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Viator
Hyde Park Walking Tour History Race and Urban Change
Discover the rich history and dynamic transformation of Hyde Park on this engaging walking tour. Delve into the neighborhood's evolution from a lakeside retreat for the elite to a vibrant, diverse community shaped by migration, policy, and social change. Explore iconic landmarks like the Museum of Science and Industry while gaining insight into the impacts of racial segregation and urban renewal. This tour is designed for history buffs and urban studies enthusiasts, offering a nuanced perspective on the intersection of race and community development. - Walk through Hyde Park and learn about its historical significance - Visit key sites related to civil rights and urban policy - Understand the neighborhood's transformation and ongoing challenges - Perfect for history lovers and those curious about social dynamics
3 Hours
Chicago
- Free cancellation
- Private tour
- New
From
$5
No similar experiences found
Viator
Italian Ravioli Cooking Class in Chicago (Includes 4-Course Meal)
Get to grips with Italian pasta in this Florentine-inspired hands-on class in Chicago, hosted through Cozymeal, which connects you with top-rated local chefs. Carpaccio, hand-filled ravioli, a fresh vodka sauce and citrus cookies – four courses, four distinct techniques, one deeply satisfying Italian meal. Your hands-on cooking experience features: - Marinated Vegetable Carpaccio – assorted vegetables, homemade herb dressing and fresh herbs - Beef Ravioli – flour, eggs and seasoned beef - Vodka Sauce – olive oil, tomatoes and vodka - Italian Lemon Drop Cookies – flour, butter and eggs You will leave with real pasta-making skills and a fresh perspective on Italian cuisine, from antipasto to dessert. Guests are welcome to bring wine or beer to enjoy throughout the experience.
2h 30m
Chicago
- Free cancellation
- New
- Likely to sell out
From
$145
No similar experiences found
Viator
Burning Spirits Haunted Pub Crawl
Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginning near the iconic Palmolive Building, this guided experience takes you through the city’s Gold Coast and beyond, uncovering the eerie aftermath of the Great Chicago Fire and the restless spirits it may have left behind. Along the way, you’ll visit a curated mix of historic sites and local bars, blending chilling storytelling with time to grab a drink and soak in the atmosphere. Adults 21+ only, must have valid I.D.
2 Hours
Chicago
- Free cancellation
- New
From
$35
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Viator
Private Art Splash: Chicago Group Painting Experience
Discover a truly unique experience at Shot of Art! Immerse yourself in creative art sessions tailored for all occasions, from bachelor parties to corporate events. Our private rooms offer the perfect setting to unleash your creativity and celebrate with friends and colleagues. Join us for a memorable and fun-filled painting adventure unlike any other!
40 Minutes
Chicago
- Private tour
From
$70
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Viator
Scavenger Hunt in Chicago by Wacky Walks
Starting near Vietnam Veterans Memorial in Chicago, complete Wacky Walks by using an app to find a list of objects around the city and participate in fun challenges for points. Collect points and take a look at your score compared to others around the country! All our Scavenger hunts have a live remote host to help along the way. Come out and explore with us in Chicago.
2 Hours
Chicago
- Free cancellation
- Private tour
From
$10
No similar experiences found
Viator
Bike Tour in Chicago
Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed by the soothing green of the parks, and admire the lake scenery as you ride along the shore. The city boasts plenty of attractions and landmarks to discover, so the bike is a perfect way to save time to get there. Visit the most important landmarks of the city following your guide. Enjoy a safe bike trip around the city and get experience mainstream tours can’t offer. Be entertained with historical and cultural insights from your guide. The tour is great for families
3 Hours
Chicago
- Free cancellation
From
$129
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Viator
Boating or Fishing Charter Chicago's Lake Michigan
JT and the team ensures a seamless, guided experience, whether you're a seasoned angler or a first-timer. Enjoy satellite entertainment and hi speed wifi for those last minute video conference calls. Our commitment to comfort, elegance, and excellence sets us apart in every detail. From sunrise departures to golden hour returns, every moment is tailored for exclusivity. Whether you're celebrating a milestone or escaping the ordinary, we make every trip unforgettable. Discover what it means to fish luxuriously—reserve your elite charter today.
6 Hours
Chicago
- Free cancellation
- Private tour
From
$1,600
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Viator
Small Group Bike Tours From Chicago to Lake Geneva
The route to Lake Geneva follows the incredible coastline of Lake Michigan and eventually into the rolling green hills of Wisconsin. Your group will stop to see landmarks such as the Gold Pyramid House and the stunning Bahāʾī temple. The 85-mile bike ride will bring you right to your boutique inn where your bags will be waiting for you. The following day your guide will take you to the beach where you can kayak or just enjoy some much-deserved lounging. After this you will visit the Apple Barn for a delightful day of seasonal apple or strawberry picking, followed by a stop at their bakery. Don't forget to bring your ID for the wine tasting; they often feature live music and are very family-friendly! Will give you time to explore the shops and ice cream parlors in the charming downtown area before packing the car to drive you back to Chicago.
2 Days
Chicago
- Free cancellation
From
$449
No similar experiences found
Viator
Latin Libations Mixology Experience
Unlike typical cocktail classes, this experience is infused with culture, storytelling, and hospitality rooted in Latin and Caribbean traditions. Hosted by Chef & Mixologist Inez Melendez at the warm, welcoming Chicago Mama’s Kitchen, you’ll learn more than just how to mix a drink—you’ll explore the origins of ingredients, the legacy of spirits like rum and agave, and the personal stories behind each cocktail. This is a true culinary journey in a glass—designed to connect people through flavor, rhythm, and shared experience. With small group sizes, hands-on participation, and a fun, relaxed vibe, it’s not just a class—it’s a celebration.
1h 30m
Chicago
- Free cancellation
- New
From
$100
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Viator
2 Hour Chatham, Chicago Tour
Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Chatham, led by Historian Dilla, who uncovers the unique stories and contributions of these communities, providing an authentic experience of Chicago's diverse heritage. Whether you're a history buff or simply curious about local culture, these tours offer fascinating insights into the Windy City's past and present. The tours vary in duration but typically last around 2 hours, making them perfect for a quick but enriching adventure. - Discover the history and culture of Chicago's neighborhoods - Tours available in Chatham - Led by knowledgeable Historian Dilla for an authentic experience
2 Hours
Chicago
- Free cancellation
- New
From
$45
No similar experiences found
Viator
Happy Hour Fireboat Cruise
Take part in a unique evening Happy Hour Cruise, featuring fresh craft beers while cruising the stunning Chicago skyline. Every Thursday and Friday evening, this 2-hour experience begins on Lake Michigan, sails through the locks, and navigates the Chicago River, providing breathtaking views and delightful sunsets. On Thursdays, a representative from Phase Three Brewing will be onboard to share insights about their innovative ales and lagers, enhancing your tasting experience. On Fridays, we showcase live music. This cruise is exclusively for adults 21 and older, making it the perfect outing for beer enthusiasts looking to unwind in a vibrant setting. - Enjoy a 2-hour sunset cruise - Cruise through Lake Michigan and downtown Chicago's iconic skyline - Exclusively for adults 21 and over, ensuring a mature atmosphere
2 Hours
Chicago
- Free cancellation
- New
From
$80
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Viator
Mercedes VIP Van O'Hare/Midway Airport (Curbside)Chicago 1-Way
THE MERCEDES SPRINTER EXECUTIVE VIP VAN OFFERS SEATING FOR 13 PASSENGERS, WITH LUGGAGE CAPACITY FOR 5 CHECKED-IN BAGS AND 5 CARRY-ON ITEMS. Luxurious Fleet: Our fleet consists of top-of-the-line luxury vehicles, meticulously maintained to provide the utmost comfort and style during your journey. Whether you're traveling solo, with a group, or for a special occasion, we have the perfect vehicle to suit your needs. Professional Drivers: Our drivers are not only highly skilled behind the wheel but also epitomize professionalism and courtesy. They prioritize your safety and satisfaction, ensuring a smooth and enjoyable ride from pick-up to drop-off.
1 Hour - 1h 30m
Chicago
- Private tour
- New
From
$575
No similar experiences found
Viator
Historic Pullman Private Half-Day Walking Tour
Step into Chicago’s past and explore the story of America’s first model industrial town on this guided walking tour through the Pullman Historic District. Once the heart of George Pullman’s luxury railcar empire, this neighborhood is now a National Monument that beautifully preserves its 19th-century charm and revolutionary history. Wander past rows of red-brick homes, elegant civic buildings, and historic landmarks as your local guide shares the fascinating rise and fall of the Pullman Company—and how a workers’ strike here forever changed labor rights across the country. - Explore a National Monument – Walk through one of the best-preserved 19th-century industrial communities in the United States. - Visit historic landmarks – See the Pullman Administration Building, Hotel Florence, Greenstone Church, and the Pullman Historic Foundation Visitor Center. - Discover labor movement history – Learn how the famous 1894 Pullman Strike shaped the future of workers’ rights in America.
4 Hours
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$223
No similar experiences found
Viator
2 Hour Pilsen and Little Village, Chicago Tour
Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Pilsen, led by Historian Dilla, who uncovers the unique stories and contributions of these communities, providing an authentic experience of Chicago's diverse heritage. Whether you're a history buff or simply curious about local culture, these tours offer fascinating insights into the Windy City's past and present. The tours vary in duration but typically last around 2 hours, making them perfect for a quick but enriching adventure. - Discover the history and culture of Chicago's neighborhoods - Tours available in Pilsen - Led by knowledgeable Historian Dilla for an authentic experience
2 Hours
Chicago
- Free cancellation
- New
From
$45
No similar experiences found
Viator
Chicago to Chicago O`Hare Airport (ORD): Departure Transfer
Book your private departure transfer from Chicago to Chicago O`Hare Airport (ORD) Avoid the hassle of waiting in long taxi or shared shuttle queues and use our private, door-to-door airport transfer. Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination. • We track your flight. • Our driver greets you with a name plate. • We provide door-to-door service. • There are no hidden charges. • We use clean cars and professional drivers.
30 Minutes
Chicago
- Free cancellation
- Private tour
From
$102
No similar experiences found
Viator
Chicago Airport Luggage Services Same-Day Delivery and Storage
Unlike other providers that only offer storage, uniquely combines both storage and delivery services. Let your bags picked up curbside at the airport, securely stored at our facility, and delivered to their hotel all on the same day in time for check-in. We are the only service in Chicago offering this convenient, all-in-one solution.
30 Minutes
Chicago
- Free cancellation
- Private tour
From
$99
No similar experiences found
Viator
Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets
Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary theatre district, this tour brings the city’s spirit to life—one step and wave at a time. Highlights: • Discover downtown Chicago on foot with a 5-Star Private Guide leading the way • Cruise Lake Michigan with included tickets and audio commentary onboard • See breathtaking skyline views and snap iconic photos from the water • Learn the city’s best-kept secrets through fascinating stories and history • Get tailored recommendations on top spots to eat, visit, and explore next Did you know there’s a sculpture in Chicago that reflects the whole skyline? With Rosotravel’s private tour, you'll walk through the city’s most iconic spots, then see it all again from the water on a relaxing lake cruise. It's a fun, personal way to experience the best of Chicago in just a few hours.Reserve your spot ow!
3 Hours
Chicago
- Free cancellation
- Private tour
From
$263
No similar experiences found
Viator
Downtown Chicago Loop Walking Tour (Private)
Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore the birthplace of the skyscraper, visit landmarks like the Chicago Theatre, the Pablo Picasso at the Daley Plaza, and Millennium Park, and see how the city rose from the Great Fire to define modern design. Led by a friendly local guide who’s passionate about Chicago’s history and architecture, this tour brings the skyline to life one building, story, and photo stop at a time. Whether you’re an architecture enthusiast, a first-time visitor, or a curious local, you’ll walk away seeing Chicago in a whole new way.
2 Hours
Chicago
- Free cancellation
- Private tour
- New
From
$27
No similar experiences found
Viator
Midway Airport Transfer to Chicago by Sedan - Meet & Greet inside
Inside Greet and Meet With Luggage Assistance. A professional, uniformed driver will pick you up at Chicago Midway Airport, Meet you inside the Airport (Lower Level, baggage claim) holding a sign with your name on it. He will help you with the luggage and guide you to your limousine. Skip the stress of a taxi or shared shuttle between Midway Airport and Chicago downtown with the Highest rated limousine service in Chicago on Trip Advisor, Google and Yelp. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at your Chicago Downtown hotel with this private transfer service.
Chicago
- Free cancellation
- Private tour
From
$133
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Viator
Exclusive Downtown Chicago Guided Walking Tour 12ppl Max
What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. Tour Chicago in a small group perfect for busy sidewalks and get up close to monumental art! Join one of our expert guides on this unique and exclusive 2.5 hour guided walking tour of Downtown Chicago. Highlights Include: Edward Kemeys’s “Lions” Juame Plensa’s “Crown Fountain” Anish Kapoor’s “Cloud Gate” (The Bean) Eduardo Kobra’s “Muddy Waters” Pablo Picasso’s “Untitled” Joan Miro’s “Chicago” Alexander Calder’s “Flamingo” Marc Chagall’s “Four Seasons” Louis Comfort Tiffany Art Glass Creation Augustus St. Gaudens “Abraham Lincoln” Marcel Francois Loyau “Clarence Buckingham Fountain”
2h 30m
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$52
No similar experiences found
Viator
Nitti’s Supper Club: Chicago Mobster Speakeasy Dinner Show
Step inside landmark building of Harry Caray's Italian Steakhouse in River North, once owned by infamous Chicago mobster Frank Nitti, and travel back in time for dinner and a show based on the real-life murder of Eddie O'Hare. This irreverent comedy features an ensemble cast of characters, many of whom walked the very halls of 33 W. Kinzie back when Nitti called it home. The immersive experience invites you to step into the role of partygoer at Frank Nitti's birthday, and delve into the unsolved murder of Edward J. "Easy Eddie" O'Hare -- Al Capone's lawyer and father of war hero Butch O'Hare for whom the airport is named. The crime was never solved, but suspects included Frank Nitti, his wife Annette, Al Capone and several others. Can you crack the case? The interactive show is filled with historical anecdotes, laughs, audience interaction and toe-tapping musical productions.
3 Hours
Chicago
- Free cancellation
From
$88
No similar experiences found
