Intro to Chicago Architecture
Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired European styles to bold American Art Deco and Modernist innovations to today’s Contemporary designs that continue to set the pace for world-leading architecture.
As you journey through Chicago’s spectacular skyscraper canyons and stunning interiors, you’ll see how economics, technology, creativity, and gritty determination shaped Chicago’s ever-evolving skyline.
Whether you’re a visitor or you’re a Chicagoan who has never explored the architectural masterpieces you see every day, join us today on this enlightening adventure.
Duration: 1 hr 45 min
- Free cancellation
Private Sedan Transfer Between O'Hare airport & Downtown Milwaukee WI
Reliable and luxury airport transfers
Best and most professional Chauffeurs in the industry
Up-to-date luxury vehicles
High quality of service
Smart rates
Duration: 1 hr 15 min – 1 hr 40 min
- Free cancellation
- Private tour
Chicago Exotic Auto Experience
This tour offers a personalized and stress-free way to experience Chicago, combining comfortable transportation with local insights and flexible stops. Guests enjoy a private ride through iconic neighborhoods and landmarks while learning about the city’s history, culture, and architecture at their own pace. Ideal for airport transfers, short stays, and first-time visitors seeking a relaxed yet memorable city experience
Duration: 3–7 hours
- Private tour
Ohare Airport Private Hotel Transfer up to 5 passengers
WE ARE UNDER NEW MANAGEMENT!!!!
Tired of waiting in line to get a taxi? Why not just skip the line and book a smooth and convenient ride with premium curb side pickup from your arrival terminal. We are available for you all around the clock. Pre-booking your private car service is the only way to have a smooth transition from the Airport to your desired destination.
With our well maintained and high-quality transport, you will be able to reach your destination without any trouble. We make sure that your ride is smooth throughout, assuring a wonderful transportation experience.
Whether in town for a brief trip to tour the city sites, an important business meeting, or a family visit, we are your ideal choice for private transportation.
To ensure your travel plans suit your preferences, provide us with your itineraries of your desired destinations so we can plan and coordinate your transportation needs with excellence. Looking forward to receiving your booking.
Duration: 1 hour
- Free cancellation
- Private tour
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.
Duration: 2 hr 30 min
- Likely to sell out
- Free cancellation
Art Boom 3 in 1 : Adults-Only Private Art Experience in Chicago
Here's what you can expect during your 1.5-hour private room experience:
Shooting/Spinning Art Experience: Collaborate with your group to create a masterpiece on a large canvas (24x36 inches) using our unique Shooting/Spinning technique. Each team of seven people will work together to shoot down balloons filled with paint, then watch as we spin your canvas to create mesmerizing abstract art.
Art Room Experience: Indulge your inner artist as you each create your own masterpiece on a personal canvas (16x20 inches). Choose your colors, unleash your creativity, and bring your vision to life in our inviting art room.
Paint: High-quality acrylic paints provided for all your artistic endeavors.
Premium Clothes Protection: Keep your party attire clean and stylish with our premium clothes protection, ensuring a worry-free painting experience.
Book your party at Shot of Art today and prepare for an unforgettable experience!
Duration: 1 hr 30 min
- Free cancellation
- Private tour
Private Tango Class Experience in Chicago
Many people join dating websites at great expense in hopes of developing a relationship with the person of their dreams. We provide dance classes as an alternative social interaction to the usually disappointing bar scene, it’s like “speed dating” to music—we call each dance with your partner a “3-minute marriage” and the results are phenomenal in cementing a relationship. Finally the Tango embrace releases endorphins and serotonin into our blood stream; the released hormones amplify pleasure and mute aches & pain. These hormones reduce chances of heart problems, help manage weight issues and create a sense of well-being. After this class your life and relationship will change forever.
Duration: 2 hours
- Private tour
Make Fresh Pasta With a Local Chef in Chicago
Put on your apron and get ready to turn simple ingredients into seriously satisfying pasta. You’ll begin by preparing fresh pasta dough from scratch, then learn the hands-on techniques for kneading, rolling and shaping it into pasta. Next comes the good stuff: a creamy pumpkin-sage sauce made with pumpkin purée, cream, Parmesan, sage, butter, garlic, nutmeg and black pepper. You’ll learn how to build the sauce, season it and bring it together with your freshly made pasta for a warm, comforting final dish. No fancy pasta skills are required, just a willingness to get your hands a little floury. It’s relaxed, social and deliciously practical, with plenty of satisfaction when you finally sit down to enjoy what you made.
Duration: 2 hours
- Likely to sell out
- Free cancellation
Chicago Bean Magnificent Mile Self-Guided Puzzle Adventure
A puzzle adventure from the Bean to the Chicago River. Solve six objectives, walk about a mile, and see downtown Chicago like nobody else does.
Six stops. Clues hidden in sculpture, fountains, columns, bridge towers and stone. Each one you crack unlocks the next. Part scavenger hunt, part brain teaser, all through Millennium Park and up the Magnificent Mile.
Chicago flies four red stars on its flag, each a moment the city could have ended and didn’t. You’ll spot details everyone else walks right past and piece together the words the city left behind. The kind of stuff that makes someone say “wait, seriously?”
Between stops, a short audio transmission from Operations Center tells you what you found and where to go next. Snap the hidden small door and our AI analyst confirms it for a bonus badge.
No tour guide. No schedule. Your field guide is delivered straight to your phone, with no app or login needed. Hints are built in so you’re never stuck.
Duration: 1 hour
- Free cancellation
- Private tour
Private Architectural Walking Tour in Chicago Cultural Center
This private architectural walking tour in Chicago reveals a city shaped by cultural ambition and design excellence. You will begin at the historic Cultural Center, where a grand stained-glass dome reflects artistic heritage. How did Chicago rise from devastation to become a center of modern architecture? In Millennium Park, contemporary art and landscape design express civic identity. The Palmer House interior preserves classical elegance rooted in early urban luxury. Federal Plaza introduces bold modernist sculpture within a civic setting. The Marquette Building presents detailed mosaics that honor exploration and early American narratives. At Daley Plaza, a monumental sculpture invites reflection on artistic interpretation. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.
Duration: 2 hours
- Free cancellation
- Private tour
Self Guided Ghosts Gangsters and Graves Tour in Chicago
Chicago's prettiest neighborhood hides some of its darkest history. This self-guided audio tour takes you through Lincoln Park on your own schedule, with narration on your phone at every stop.
Start at the Red Lion Pub on North Lincoln Avenue, long rumored to be one of the most haunted bars in the city. Stand outside the Biograph Theater, where the FBI gunned down John Dillinger in 1934. Visit the North Clark Street site of the 1929 St. Valentine's Day Massacre. Walk into Lincoln Park, laid over what was once the city's cemetery, then finish on the Lake Michigan shore at North Avenue Beach.
No group, no in-person guide, and no fixed start time. Go at your own pace, stop for a drink along the way, and replay any story you like. All you need is a phone and headphones.
Duration: 1 hr 30 min – 2 hours
- Free cancellation
- Private tour
Self-Guided Podcast Tour Chicago: The Loops Monumental Canvas
Discover how a city of rigid steel and glass skyscrapers transformed its streets into a world-class, democratic art gallery. On this immersive walking tour through Chicago's Loop, you will uncover the dramatic, controversial, and inspiring stories behind the city's most iconic monumental sculptures. From Picasso's misunderstood masterpiece to the interactive joy of the Crown Fountain, learn how these colossal works of art challenged the public, defied architectural norms, and ultimately became the beloved soul of the Windy City.
- A 2.4 km self-guided tour with 6 stops over 89 min
- Ideal for travelers interested in Art, Design & Aesthetics and Urbanism, Infrastructure & Innovation
- Immersively told in a podcast style by experts and locals
- Matching audio content, AI guide and navigation through the app
Duration: 1 hr 29 min
- Free cancellation
2 Hour Bridgeport /Stockyard Chicago Tour
Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Bridgeport /Stockyard Tour, 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 Bridgeport /Stockyard Tour
- Led by knowledgeable Historian Dilla for an authentic experience
Duration: 2 hours
- Likely to sell out
- Free cancellation
Chicago Milwaukee and Lakes 6 Day Tour
Six days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the United States, all of which are located in Lake Michigan in the United States, Lake Superior, the largest freshwater lake in the world, and Lake Huron.
Famous cities along the five great lakes: Chicago, Milwaukee and Traverse City along Lake Michigan, Green Bay along Green Bay, and Sault Ste.
Mackinac Island, which was once selected as one of the top ten most beautiful islands in the world.
Room Details
All hotel rooms are based on two Full / Double beds or one King/Queen bed depends on what rooms are availiable at the hotel on the day. The maximum occupancy per room is four travelers.
One Room Selection
If you are a party of more than four guests or desire to have separate rooms, please create separate bookings.
Avoid traveling in a different bus?
If you have more than one booking, please provide all confirmation numbers once your bookings are complete.
Duration: 6 days
- Free cancellation
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!
Duration: 40 min
- Private tour
Midway Airport Private Hotel Transfer up to 5 passengers
WE ARE UNDER NEW MANAGEMENT!!!!
Tired of waiting in line to get a taxi? Why not just skip the line and book a smooth and convenient ride with premium curb side pickup from your arrival terminal. We are available for you all around the clock. Pre-booking your private car service is the only way to have a smooth transition from the Airport to your desired destination.
With our well maintained and high-quality transport, you will be able to reach your destination without any trouble. We make sure that your ride is smooth throughout, assuring a wonderful transportation experience.
Whether in town for a brief trip to tour the city sites, an important business meeting, or a family visit, we are your ideal choice for private transportation.
To ensure your travel plans suit your preferences, provide us with your itineraries of your desired destinations so we can plan and coordinate your transportation needs with excellence. Looking forward to receiving your booking.
Duration: 1 hour
- Free cancellation
- Private tour
Private Transfer from Chicago City to Chicago (ORD) Airport
Take the worry out of your departure to Chicago Airport and pre-book a private transfer to suit your group size (up to 14 people). Avoid the long lines for taxis at the hotel, and travel in the comfort of a Premium car or minivan.
Duration: 35 min
- Free cancellation
- Private tour
Winter Fireworks Cruise
Travel on a piece of history! We travel on the Chicago River seeing the sights after watching the Holiday Fireworks Show. Perfect for Fire enthusiasts, families and everyone in between! Our flagship vessel is a retired Chicago fire boat, the Fred A Busse, Engine 41, which served Chicago from 1937 to 1981. Firefighter patches from around the world and memorabilia from Engine 41's time in service, adorn the walls inside the cabin.
Duration: 1 hour
- Free cancellation
Private Tour Art Institute of Chicago Guided Museum
Experience our Private Excursion tailored exclusively for you!
Embark on a serene journey through the picturesque landscapes of USA as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Art Institute of Chicago.
Discover the awe-inspiring allure of Art Institute of Chicago, marvel at the grandeur of Chicago, and capture iconic moments and many more.
Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!
Duration: 5 hours
- Private tour
Experience the season with a scavenger hunt in Chicago with Holly Jolly Hunt
Celebrate the magic of the season this year with Holly Jolly Hunt. Holly Jolly Hunt is an app based scavenger hunt that you can play anywhere of your choosing. Explore the city and look for holiday related items, both traditional and not so traditional. Take a photo through the app to score points for your scavenger hunt team. Perform fun, holiday challenges that will bring laughter to your team. See your score on the leaderboard compared to other teams from all over. Holly Jolly Hunt is guaranteed to provide lasting holiday memories. Whether you play with friends, family, or even co-workers, Holly Jolly will put a smile on your face for the rest of the year!
Duration: 1 hour
- Free cancellation
- Private tour
Amazing Scavenger Hunt: Time For a Go in Chicago
Let’s Roam leads the way as the top app-led adventure hunt company! Explore the city’s top landmarks and uncover hidden gems while tackling trivia questions and overcoming challenges. Whether you're collaborating with your team or sparking friendly competition, you’ll discover new facts and forge unforgettable memories.
Let’s Roam Adventure Hunts are perfect for any occasion—from everyday fun to bachelorette parties, birthdays, corporate team building events, and beyond!
Each participant selects an interactive role, with challenges tailored to every adventurer's spirit.
Duration: 1 hr 30 min
- Free cancellation
- Private tour
Private Transfer from O’Hare Airport to Downtown Chicago
Enjoy a private, direct airport transfer from O’Hare International Airport to Downtown Chicago with professional pickup coordination, flight tracking, luggage space, and a clean vehicle. Your driver will contact you after landing with vehicle details and pickup instructions, making your arrival easier and more comfortable.
Duration: 1 hr 15 min
- Free cancellation
- Private tour
Private Shopping Tour from Chicago to Chicago Premium Outlets
Comfortable Roundtrip Tour from your hotel in Chicago to Chicago Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Chicago. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Chicago.
All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.
Duration: 5–6 hours
- Free cancellation
- Private tour
Podcast Tour Engineering Skyward Chicagos Vertical Pioneers
Trace a century of daring architectural gambles in Chicago's Loop. From six-foot brick walls to soaring glass curtain walls, discover how engineers conquered swamp soil, roaring fires, and howling winds to invent the modern skyscraper.
- A 1.6 km self-guided tour with 8 stops over 96 min
- Ideal for travelers interested in Urbanism, Infrastructure & Innovation and Art, Design & Aesthetics
- Immersively told in a podcast style by experts and locals
- Matching audio content, AI guide and navigation through the app
Duration: 1 hr 36 min
- Free cancellation