Downtown Chicago Guided Walking Tour Semi-Private 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. This 2.5 hour small group (12 Guest Maximum) guided walking tour is perfect for busy sidewalks and getting up close to monumental art!
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”
Duration: 2 hr 30 min
- Free cancellation
Private Shopping Tour from Chicago to Fashion Outlets of Chicago
Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - 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 hours
- Free cancellation
- Private tour
Private SUV Transfer from Chicago Downtown to Midway airport
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: 30 min – 1 hr 30 min
- Free cancellation
- Private tour
5-Hour Sports Event Chauffeured Service in Chicagoland
Enjoy a stress-free game day with your 5-hour private hourly service. Skip parking hassles and stadium traffic while your professional chauffeur handles the driving. Travel in comfort and style with your choice of Sedan, SUV, Sprinter Van, or Minibus — perfect for groups from 6 to 23 passengers. Your vehicle is exclusively yours for 5 hours, giving you the freedom to make multiple stops, tailgate, or celebrate after the game. With door-to-door pickup from your hotel, residence, or airport, bottled water onboard, and a luxury fleet designed for comfort, you can focus on the excitement of the event while we take care of the rest.
Duration: 5 hours
- Free cancellation
- Private tour
Chicago Architecture, History and Culture Loop Walking Tour
Explore Chicago’s historic Loop through the prism of its architecture. This three-hour trek will cover defining moments from 350 years of Chicago’s history, including the first Europeans to come through here, the Great Chicago Fire, the origin of the skyscraper, the 1893 World’s Fair, Prohibition and the creation of Millennium Park.
Along the way, you’ll discover some of the Loop’s most beautiful interiors, found in buildings that thousands of people walk past every day, completely unaware of what’s inside…And how things created inside those buildings shaped our current world for the better.
You’ll hear the stories of the men and women--including Jean Baptiste Point du Sable, Daniel Burnham, Potter and Bertha Palmer, and Muddy Waters--who made Chicago what it is today, and those, like Jeanne Gang, who are defining Chicago’s architectural future.
Duration: 3 hours
- Free cancellation
Chicago Street Art and Creative Districts Tour
Explore Chicago’s vibrant street art and creative neighborhoods on a private, fully personalized tour. Travel in comfort with your English-speaking driver, who shares insights into the city’s artistic communities, mural culture, and the stories behind each neighborhood.
Begin in Pilsen Murals District, famous for colorful public artworks celebrating local heritage, then visit the National Museum of Mexican Art to see traditional and contemporary exhibits. Continue along 16th Street Murals Corridor, featuring large-scale murals reflecting social movements and cultural identity.
Next, explore Fulton Market, a trendy district filled with galleries, restaurants, and creative spaces, and finish at Wabash Arts Corridor in downtown, where towering murals create a striking open-air gallery. This flexible, door-to-door private tour offers an immersive, relaxed way to experience Chicago’s dynamic art scene and creative spirit.
Duration: 2 hours
- Free cancellation
- Private tour
Chicago Scavenger Hunt Adventure
Turn Chicago into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a 3-hour city walking tour. Guided from any smart phone, teams make their way among well known and overlooked gems of the city, solving clues and completing challenges while learning local history.
Duration: 3 hours
- Free cancellation
Chicago Jewish History Landmarks Private Guided Walking Tour
Walk through Chicago’s vibrant Jewish history, from the striking Loop Synagogue to the inspiring Heald Square Monument and Jay Pritzker Pavilion. Uncover hidden gems and untold stories that shaped the city’s cultural heart. Book your journey today!
Tour is available in following language:
English
Spanish & French
Highlights:
• Explore Chicago’s Jewish heritage with a knowledgeable 5-Star Private Guide
• Discover key Jewish landmarks and skip common tourist routes with ease
• See historic monuments and hidden gems that shaped the city’s vibrant culture
• Learn inspiring stories of Jewish contributions to Chicago’s art and history
• Get custom tips for more cultural sites and experiences around the city
Follow the footprints of Jewish history through Chicago’s vibrant streets!. On this private walking tour with Rosotravel, a Licensed Guide will tailor the experience to your interests, revealing hidden gems, fascinating stories, and historical treasures.
Duration: 2 hours
- Free cancellation
- Private tour
Mackinac Island Private Day Tour from Chicago
Discover the charm of Mackinac Island on a delightful journey from Chicago, blending history, culture, and stunning landscapes. Without cars, the island embraces a serene atmosphere where horse-drawn carriages navigate past Victorian architecture and picturesque views. Visit iconic sites such as Fort Mackinac and Arch Rock, explore quaint downtown shops, and indulge in the island's famous fudge. This tour is perfect for families, couples, and solo travelers looking for a relaxing getaway immersed in natural beauty and cultural richness.
- Scenic travel through the picturesque Great Lakes region
- Discover Mackinac Island's charm without car traffic
- Visit Fort Mackinac, Arch Rock, and local boutiques
- Ideal for families, couples, and solo adventurers seeking relaxation
Duration: 16–17 hours
- Free cancellation
- Private tour
Hanfu Chinese Traditional Costume Try on
Discover the elegance and beauty of Hanfu, the traditional
clothing of ancient China, in this one-of-a-kind cultural experience here at our Chinatown Visitor Center!
Step into Ancient Elegance in Authentic Hanfu Costumes!
Take stunning photos & share with your friends
Learn about the history and meaning of Hanfu
Fun for families, friends, and culture lovers of all ages
Duration: 1 day
- Free cancellation
Spanish Paella Cooking Class in Chicago (Includes 3-Course Meal)
Tapas, paella and flan – this hands-on Spanish cooking class in Chicago, hosted through Cozymeal, which connects you with top-rated local chefs, takes you through three pillars of coastal Spanish cuisine in one vibrant, skill-building experience.
Your hands-on cooking experience features:
- Gambas al Ajillo with shrimp, garlic, lemon, chile flakes and sourdough
- Seafood Paella with mussels, shrimp, saffron, bomba rice and chistorra
- Mango Flan with eggs, milk, condensed milk, evaporated milk and mango purée
You will leave with the skills to make authentic Spanish paella and tapas at home. Guests are welcome to bring wine or beer to enjoy throughout the experience.
Duration: 2 hr 30 min
- Likely to sell out
- Free cancellation
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.
- Free cancellation
- Private tour
️ Chicago Instagram Walking Tour (Private & All- Inclusive)
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 tour will begin as you start your day walking throughout Chicago and exploring the most famous locations in the city.
This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more!
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Full schedule
10:00 AM- Meet your Guide at the Grand Subway Station
10:10 AM- Walk along Magnificent Mile
10:20 AM- Stop at Wrigley Building & admire Tribune Tower
10:50 AM- Explore Pioneer Court
11:20 AM- Explore Millennium Park & see Cloud Gate
11:55 AM- Check out an Iconic fountain
12:20 AM- Chicago Riverwalk
1:00 PM- Explore Navy Pier
2:00 PM- Get dropped off by your guide at Millennium station
Duration: 4 hours
- Likely to sell out
- Free cancellation
- Private tour
Guided Audio Road Trip Route 66
Live the mythical Route 66 as it should be: at your own pace, with freedom and with the feeling of being walking a living history. This audio guide accompanies you from Chicago to Los Angeles, transforming each stretch of road into an experience full of context, curiosities and stories that give meaning to the journey. You don’t just drive – you understand the landscapes, cities and small towns that marked the American dream. No schedules, no groups and no rush, just you, the road and a voice that guides you at the right time. If you’ve always dreamed of doing Route 66 for real, this audio guide is the most authentic and simple way to live it.
Duration: 6 days
- Free cancellation
- Private tour
Private Architectural Walking Tour in Chicago Historic Residences
This private architectural walking tour in Chicago explores residences that reflect the city’s design evolution. You will begin along Lake Shore Drive, where early high-rise living reshaped urban life. What architectural movements defined Chicago’s rise as a global city? Historic homes reveal craftsmanship influenced by leading architects of the modern era. Prestigious streets present a collection of preserved facades that reflect social and cultural history. Landmark residences highlight transitions from classical to modern design principles. This experience offers insight into architectural innovation and the lifestyles that shaped it. 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
Chicago City's Iconic Sights and Suburb Gems Tour
This tour offers a refreshing blend of Chicago’s iconic sights and hidden suburban gems, giving travelers a unique perspective on the city's diverse culture, history, and architecture.
Start by marveling at Chicago’s world-renowned skyline, exploring its legendary landmarks, and soaking in the vibrant energy of the city. Then, step beyond the usual tourist path to uncover the hidden treasures nestled in the suburbs. Discover the BAPS Shri Swaminarayan Mandir, an architectural masterpiece showcasing intricate carvings and spiritual serenity; visit the quirky Leaning Tower of Niles, a charming replica of Italy’s famous landmark; experience the awe-inspiring Bahá’í House of Worship, known for its breathtaking design and peaceful ambiance; and stroll through Westfield Old Orchard, a stylish open-air shopping destination offering a blend of modern luxury and relaxed charm.
This thoughtfully curated journey bridges the gap between city excitement and suburban surprises. Ready to explore?
Duration: 5–10 hours
- Free cancellation
Chicago Early Skyscraper Walking Tour in the Loop
Step into the birthplace of the modern skyscraper on this immersive walking tour through Chicago’s historic Loop. Discover the stories, innovations, and hidden details behind the buildings that shaped the modern city. What makes this experience unique:
• Small-group tour for a more personal experience
• Story-driven guiding that brings Chicago’s architecture to life
• Focus on early skyscrapers and hidden architectural details
• Visit iconic landmarks in the historic Loop
• One complimentary copy of my book, Chicago Beyond the Bean, is included per booking.
Duration: 2 hours
- Free cancellation
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
Duration: 2 hours
- Likely to sell out
- Free cancellation
Private Sedan Transfer Between O'Hare airport & Downtown Madison 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: 2 hr 20 min – 2 hr 55 min
- Free cancellation
- Private tour
Little Diners Crew Culinary Adventures for Kids
Little Diners Crew invites young food enthusiasts aged 4-12 to embark on culinary adventures that expand their palates beyond mac-n-cheese and chicken fingers. Each month, kids explore different cuisines at Chicago's best restaurants while interacting with chefs, tasting and rating new dishes, and learning about food preparation and dining etiquette. Meals become memorable experiences as kids discover the world through food.
Duration: 2 hours
- Free cancellation
- Private tour
Offbeat Street Art Tour of Fulton Market and West Loop
Explore the vibrant art scene of Chicago on the Offbeat Street Art Tour through Fulton Market. This guided walking tour takes you into a neighborhood where industrial buildings have become canvases for stunning murals and installations. Discover the stories and cultural influences that define this area, once a meatpacking district, now a hotspot of creativity and innovation. Ideal for both locals and visitors, this tour provides a unique perspective on Chicago's urban culture, with numerous photo opportunities along the way.
- Guided walking tour through the artistic Fulton Market neighborhood
- Discover vibrant murals and thought-provoking installations
- Learn about the artists and cultural influences shaping the area
- Perfect for locals and visitors seeking a fresh view of Chicago
Duration: 2 hours
- Free cancellation
Upcycle Screen Printing Make Your Merch T shirts
This is a unique opportunity to design AND print your t-shirts. Upcycle screen printing is an eco-friendly alternative to commercial t-shirt printing.
Duration: 2 hours
- Private tour
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Chicago Airport Transfer: Chicago to O'Hare Airport ORD in Business Car
Your safety is our crew’s biggest priority. Before your journey even begins, your chauffeur completely disinfects the vehicle and places free hand sanitizer in the back seat. One of our professionally-trained drivers will greet you with a name sign in the reception of the hotel, will offer to assist with luggage and guide you to your vehicle. Your driver will open and close the door for you, and for your safety, guests are only permitted to ride in the back seat. We’re here to ensure you arrive at your destination feeling healthy, happy, and ready to take your flight.
Duration: 30 min
- Free cancellation
- Private tour
Chicago Airport (MDW) to Chicago - Round-Trip Private Transfer
Book your private transfer from Chicago Midway Airport (MDW) to Chicago and return.
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.
Duration: 1 hour
- Free cancellation
- Private tour