Chicago
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Self-Guided Chicago Loop Tour Explore the City at Your Own Pace
Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown. This journey unveils a blend of striking skyscrapers and hidden architectural gems, allowing you to explore at your own pace. Uncover the rich history from the Great Fire of 1871 to the architectural masterpieces that define the skyline. Stroll past renowned theaters, museums, and captivating public art pieces that contribute to the city’s creative spirit. The Loop offers a unique perspective on Chicago's past and present, whether it's your first visit or a familiar stroll. — Self-guided exploration of Chicago’s historic Loop area — Learn about the city’s architectural innovations and history — Visit iconic landmarks like the Art Institute and Millennium Park — Perfect for first-time visitors or seasoned Chicagoans alike
5.0(4)
2 Hours - 2h 30m
Chicago
- Free cancellation
- Private tour
From
$10
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Viator
Learn To Make Mole The Real Mexican Way Before Lunch
With a deep knowledge of Mexican cuisine and a passion for cooking with authentic ingredients, Carla brings the art of Mole-making to your table. Each dish is crafted with care and expertise, resulting in a dining experience that is both flavorful and memorable. Whether you're a fan of Mexican cuisine or simply seeking a new and exciting culinary adventure, Carla's Mole experience is not to be missed. Book your seat at the table today and get ready to savor the authentic taste of Mexico!
5.0(4)
2 Hours
Chicago
- Free cancellation
- Likely to sell out
From
$186
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Viator
Chicago Foods Tour with The Loop, Skyline, Millennium Park
Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most prominent neighborhoods of the city and immerse yourself in its tastes and flavors. Stroll through the Loop and Millenium Park, wander down the Riverwalk and discover iconic sights and hidden gems from another perspective. Get inside Chicago’s life through food and connect your heart and soul to the Windy City vibe while tasting classic deep-dish pizza, dipped Italian beef, and Chicago-style hot-dogs. • Benefit from small-group experience and undivided attention from your local guide • Savor the classic Chicago eats and get to know the history of their creation • Witness fascinating art objects, architecture landmarks, and beautiful cityscapes • Get useful recommendation of where to eat and drink from your guide
5.0(4)
3 Hours
Chicago
- Free cancellation
From
$145
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Viator
Exclusive Sushi-Making Class in Chicago (Includes 3-Course Meal)
Discover the fundamentals of sushi-making in Chicago during this immersive class hosted through Cozymeal. Limited to 8 guests, the workshop showcases the precision and artistry of Japanese cuisine. The menu you will prepare includes: - Sushi: Spicy ahi-tuna roll with avocado, cucumber and aioli - Sushi: Shrimp tempura roll with jalapeño, cucumber and miso aioli - Dessert: Tropical fruit with tōgarashi and honey With step-by-step guidance from your local sushi chef, you’ll gain confidence in rolling techniques and flavor pairing. Guests are welcome to bring wine or beer to complement the meal, making the evening both educational and enjoyable.
5.0(4)
2 Hours
Chicago
- Likely to sell out
From
$125
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Viator
Express Chicago Photo Tour of Landmarks
Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo walk, I’ll help you pose and feel comfortable while taking high-quality photos using iPhone, optimized for social media. You’ll receive about 50 digital photos, including 5 professionally color-edited images, delivered via a private online gallery. Please download your photos within 14 days after receiving access, as the gallery link will expire.
5.0(4)
30 Minutes - 40 Minutes
Chicago
- Free cancellation
From
$99
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Viator
Private Holiday City Tour
Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal guide! Enjoy all the Holiday sites the city is known for including, Daley Plaza's Christkindl Market, Macy's Walnut Room and animated story windows, the Goodman Theatre, and marvel at the skaters under the iconic "Bean" of Millennium Park. This experience is the only way to see Chicago during the holidays!
5.0(3)
3 Hours
Chicago
- Free cancellation
- Private tour
From
$499
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Viator
Private Wicker Park and Bucktown Walking Tour
This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeable local guide. You've done the Loop; now it's time to see a whole different side of the city. The tour has 2 options: Wicker Park and Bucktown - faster pace, 2.5 miles of walking. Wicker Park only - slower pace, 1.5 miles of walking
5.0(3)
2h 30m
Chicago
- Free cancellation
- Private tour
From
$195
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Viator
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character. As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including the City of Broad Shoulders, the Second City, and of course, the Windy City. Lastly, your guide will escort you to the Hancock Tower to bid on your adieus. You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy 360-degree views of the entire city at your own leisure.
5.0(3)
3 Hours
Chicago
- Free cancellation
- Private tour
From
$240
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Viator
Taste of Chicago's Chinatown Food Tours
Best Chinatown Food and Walking Tour in town! The Chicago’s Chinatown Food and Walking Tour is a 3-hour immersive culinary and cultural experience designed to highlight the unique tastes, rich history, and vibrant culture of Chicago’s Chinatown. This comprehensive tour combines a curated food-tasting journey with an exploration of iconic landmarks, making it the most enriching and flavorful Chinatown experience available in such a short duration. All of the restaurants and shops we pick for you are our member businesses of Chicago Chinatown Chamber of Commerce with guaranteed food quality and hospitality! You get the most of your money and time! A minimum of 4 participants is required for this experience. If the minimum is not met, the tour may be canceled, and you will receive a full refund.
5.0(2)
3 Hours
Chicago
- Free cancellation
From
$85
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Viator
Private City Tour 6-10ppl
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 10 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 you will have two people working with you the entire time, allowing you to get out of the vehicle with your guide at several stops. These stops include, but are not limited to Millennium Park, Lincoln Park Conservatory, Museum Campus, and more. The tour will be interactive and entertaining, covering history, architecture and culture. We share stories to bring Chicago's rich history to life. Once the tour concludes, we will drop your group off at your preferred, downtown Chicago location.
5.0(2)
3 Hours - 4 Hours
Chicago
- Free cancellation
- Private tour
From
$770
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Viator
Chicago 6-Hour City Tour by Sedan
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
5.0(2)
6 Hours
Chicago
- Free cancellation
- Private tour
From
$960
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Viator
Chicago and All MidWest Self Guided AI Audio Tours for 7 Days
With this AI app, you're no longer restricted to crowded group tours or rigid scripts. Explore iconic Chicago sites like Millennium Park and the Magnificent Mile—or dive deep into 1920s mobster hangouts and hidden Prairie Style masterpieces. Ask about literally anything that catches your eye—from a Gilded Age historic district to a secret jazz club or a towering steel-and-glass skyscraper. The Windy City's deepest secrets are entirely yours to uncover. Point & Discover: Snap a photo of any monument or museum masterpiece to instantly receive a captivating and accurate story. It’s like having a historian in your pocket! Ultimate Freedom: Navigate seamlessly with interactive map-based audio tours. Your schedule, your pace, your rules. Choose Your Vibe: Select a narrator persona that matches your style—from a deep-diving scholar to a fun companion for the kids. Get Started: 7 Days of Premium Access available instantly for iPhone and Android.
5.0(2)
7 Days
Chicago
- Free cancellation
- New
From
$12
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Viator
Gangs and Mobsters Crime Tour at Chicago
Embark on a captivating walking tour that delves into the intriguing legacy of the Midwest's most notorious mobsters and gangs. Immerse yourself in the rich history of the Windy City as you stroll through its vibrant streets, where the echoes of a century of Mob activity intertwine with the modern cityscape. Traverse the iconic Michigan Avenue, once a hub of illicit operations masterminded by the infamous Al Capone, and uncover the hidden secrets of the past that now lie beneath the surface of changing demographics and contemporary establishments. Brace yourself for chilling tales of mob hits and ongoing underworld dealings, as you unravel a dark and compelling narrative that still resonates through the streets today.
5.0(2)
1 Hour
Chicago
- Free cancellation
From
$26
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Viator
The Art Institute in Chicago Highlights Tour & Photoshoot
Discover the Art Institute in a unique way that blends art, storytelling, and photography. After a warm welcome, we'll head inside with tickets included & begin an immersive journey through the galleries. Together, we'll explore the museum's most celebrated highlights, featuring masterpieces by Monet, Picasso, Van Gogh, Dalí, Warhol, Hopper, and more. I'll share fascinating stories that bring the art and its creators to life, revealing the hidden meanings and personal histories behind. Along the way, I'll capture beautiful, candid photographs at the best photo spots. Using your phone or my iPhone 14 Pro, I'll guide you with simple posing tips and angles to ensure you receive stunning, professional-quality images perfect for memories or social media. Anyone looking for more than just a museum visit, you'll leave with gallery-worthy images plus knowledge that transforms how you experience art—an unforgettable blend of photography, storytelling, & culture. Looking forward to hosting you!
5.0(2)
1h 15m
Chicago
- Free cancellation
From
$101
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Viator
4-Hour Chicago City Tour by SUV
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city
5.0(2)
4 Hours
Chicago
- Free cancellation
- Private tour
From
$800
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Viator
Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental
Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary flavors with its most iconic landmarks. Savor Chicago Pizza, Hot Dogs, Italian Beef, Garrett’s Chicago Mix Popcorn, and the original Palmer House Brownie, or elevate your day with our VIP craft beer upgrade. This unforgettable Chicago in a Day Tour explores Millennium Park, the Chicago Riverwalk, Michigan Avenue, Cloud Gate, Chicago Theater, and more, guided by true local experts. Enjoy a 5-hour journey through culture and cuisine, plus a FREE 2-hour bike or kayak rental to continue the adventure along Lake Michigan. Recently honored among the “Top 10 Food Tours in America” (USA Today) and “Top 20 Food Tours in the World” (TripAdvisor), this award-winning Culinary Tour is one of the top Things to do in Chicago. Don’t miss the most delicious, scenic Full Day Food Tour in Chicago—all in one extraordinary day.
5.0(2)
5 Hours
Chicago
- Free cancellation
- Likely to sell out
From
$99
No similar experiences found
Viator
Custom Chicago Walking Tours
We create custom walking tours for groups of all sizes and interests, blending delicious food experiences with rich historical storytelling. From downtown explorations for high school students, to tavern tours tracing Chicago’s beer history, to local neighborhood food tours, every tour is crafted to be engaging, flavorful, and unforgettable.
5.0(2)
1 Hour - 3 Hours
Chicago
- Free cancellation
- Private tour
From
$20
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Viator
️ 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! ==== 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
5.0(2)
4 Hours
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$236
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Viator
Private Christmas Walking Tour in Chicago with Christkindlmarket
This private Christmas walking tour in Chicago captures seasonal traditions within a historic urban setting. You will begin along Michigan Avenue, where architectural landmarks are illuminated with festive displays. How do European holiday customs shape winter traditions in American cities? Along State Street, seasonal décor reflects a long-standing retail heritage. The Christkindlmarket introduces a cultural tradition rooted in German history and craftsmanship. Wooden stalls and artisan goods echo centuries-old holiday markets of Europe. This experience blends festive atmosphere with cultural continuity in a refined city setting. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.
5.0(1)
2 Hours
Chicago
- Free cancellation
- Private tour
From
$1,029
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Viator
Chicago Small Group City Tour
Experience Chicago like never before on your all-inclusive small group city tour, led by an expert guide. Discover iconic landmarks, hidden gems, and vibrant neighborhoods with personalized attention and insider knowledge. Enjoy a hassle-free day with transportation, tickets, and lunch included. Explore Millennium Park, Navy Pier, and more, with plenty of photo opportunities and fascinating stories. Book now for an unforgettable Chicago adventure!
5.0(1)
9 Hours - 10 Hours
Chicago
- Free cancellation
- New
From
$415
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Viator
Private and All-Inclusive Tour of Chicago
Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free day of exploring. Enjoy comfortable hotel pickup, ride in a spacious, air-conditioned vehicle, and let your friendly local guide show you the city’s most iconic sights and hidden gems. See top landmarks like Millennium Park, Cloud Gate (The Bean), Buckingham Fountain, the Chicago Cultural Center, and Wrigley Field, while discovering vintage architecture, vibrant neighborhoods, and photo-worthy murals along the way. This experience is fully private and customizable, giving you plenty of time for photos, exploring, or grabbing lunch at a local favorite. With insider stories, scenic stops, and seamless transportation, it’s the perfect way to see Chicago in one unforgettable day.
5.0(1)
6 Hours
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$750
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Viator
Chicago Kids Camp - Daily or Weekly Summer Adventures
Looking for something truly local, active, & unforgettable for your kids while you explore Chicago? Bobby’s Chicago Kids Camp is a one-of-a-kind day camp Chicago experience designed with both visiting families and locals in mind. While you enjoy adult time—deep dish at Lou Malnati’s, a stroll through the Art Institute, or an adult-oriented bike tour up to Wrigley—your child is biking the lakefront, kayaking calm waters, & making new friends at the best summer camp in Chicago. Our camp blends active outdoor fun with real Chicago stories. Campers visit landmarks like Millennium Park, the Lincoln Park Zoo, & Buckingham Fountain—learning fun facts & building confidence along the way. We offer flexible booking by the day or week, with half-day & full-day options—perfect for travelers building an itinerary. It’s not just a Chicago kids camp—it’s a chance for your child to experience the city like a local, while you enjoy some grown-up adventure of your own. Book your kids adventure today
5.0(1)
1 Day
Chicago
- Free cancellation
- New
From
$149
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Viator
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
5.0(1)
1 Day
Chicago
- Free cancellation
From
$20
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Viator
Personalized Private Driving Tour of Chicago for 1-3 People
Looking for a convenient way to see Chicago rain or shine? Discover Chicago and its remarkable landmarks in a unique way with a private tour designed just for you. Enjoy the comfort of a private car as a friendly local guide takes you through the city’s iconic architecture, vibrant neighborhoods, and scenic drives. This tour allows you to explore at your own pace while receiving insider tips and local insights. - Private tour for 1-3 people with a local guide - Explore iconic landmarks and vibrant neighborhoods - Flexible itinerary tailored to your interests - Enjoy the comfort of a private car with scenic drives
5.0(1)
3 Hours - 4 Hours
Chicago
- Private tour
From
$395
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