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
Curbside Sedan Transfer from O`Hare Airport 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
Traveling Spoon Chicago-Style Deep Dish Pizza Private Online Cooking Class
Enjoy a private and authentic online cooking class and learn to make Nancy's recipe for Chicago-style Deep Dish Pizza, a style of pizza that originated in pizza, filled tall with cheese, toppings and a chunky tomato sauce. This is a perfect experience for anyone looking to connect with local culture over food. A fun and cultural virtual cooking experience with a United States native!
• Learn to make traditional Chicago-style Deep Dish Pizza and an American dessert
• Private, one-on-one online instruction with a Chicago native
• Introduction to United States' culture and cuisine
• Scheduled mutually at your convenience (host lives in Chicago, Illinois (GMT-5)
• Recipes and ingredients list will be emailed in advance of class
• Customization available for dietary restrictions or preferences
• Travel from your own home and learn culinary traditions of United States!
Please note you will be sent instructions to make the dough ahead of time as it takes a while to rise.
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.
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
Friday Night Pizza Crawl - River North, Chicago
Based on the book, "Pizza City USA," this tour features three different styles of pizza in less than 3 hours. You'll meet some of the pizza makers behind the pies, learn about Chicago pizza history (and the greater city at large) plus discover a pair of places few locals even know about. You'll be sampling deep-dish, artisan and Neapolitan-style pizzas on this tour. (Masks required)
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
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.
Original Chicago Prohibition Bus Tour
Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own, grab a drink and enjoy the history of the men, women and locations (famous and infamous) that helped shape Chicago as we know it today.
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!
Luxury SUV O'Hare/Midway Airport (Curbside) Chicago One Way
THE PREMIUM SUV OFFERS SEATING FOR 6 PASSENGERS, WITH LUGGAGE CAPACITY FOR 3 CHECKED-IN BAGS AND 2 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.
Shameless TV Show Location Tour
Experience the ultimate Private Shameless TV Location Tour with the convenience of hotel pick and drop-off, allowing you to sit back, relax and enjoy the ride while exploring Chicago's iconic filming locations.
Tour Highlights:
- Visit the exterior of Gallagher House (Private Residence)
- Visit the exterior of Sheila's House (Private Residence)
- Visit the exterior of Kelvin & Veronica's House (Private Residence)
- Explore Millennium Park and take a photo in front of the famous
"Bean" Sculpture, a popular Chicago Landmark.
- Explore the Chicago Cultural Center renowned for its stunning architecture, including the world's largest Tiffany stained-glass dome.
This tour offers a unique blend of Shameless fandom and Chicago exploration, while prioritizing respect for private residences and local communities.
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.
360 CHICAGO Observation Deck & Hop-on Hop-off Sightseeing Tour
Explore Chicago at your own pace with a 48-hour hop-on hop-off bus tour, providing unlimited access to the city's iconic neighborhoods and landmarks. Relax on open-top buses while enjoying engaging audio commentary that reveals the rich history and culture of the Windy City. This tour includes admission to the stunning 360 CHICAGO Observation Deck on the 94th floor of the John Hancock Center, offering breathtaking panoramic views of Lake Michigan and the city skyline.
- Unlimited hop-on hop-off access for 48 hours across top Chicago attractions
- Audio commentary in multiple languages covers local history and culture
- Admission to the 360 CHICAGO Observation Deck for breathtaking views
- Perfect for first-time visitors, families, and those seeking flexible exploration
Time selected at booking is for 360 CHICAGO admission. Big Bus Hop-on Hop-off Tour available anytime during operating hours.
Private Photography Session with Local Photographer in Chicago
Flytographer Private Vacation Photo Shoot
Connect with a local hand-picked professional photographer in Chicago and capture your most memorable moments during this private photo shoot. Get insider tips on the best things to do in Chicago, including where to eat & what to see from your vacation photographer. Return from your trip with beautiful, high-quality vacation photos — the best souvenir ever.
We specialize in:
- honeymoons
- family trips
- engagements
- anniversaries
- romantic getaways
- multi-generational trips
- babymoons
- solo travellers
- and just because!
With over 10,000 5-star reviews, Flytographer is the global leader in vacation photography and has captured over 3 million memories for travellers across six continents. We’ve been featured across A-list media, including Conde Nast Traveler, Oprah, Forbes, Travel + Leisure, New York Times, BRIDES, Martha Stewart Weddings, InStyle Magazine, Elle, Buzzfeed, Refinery29, Huffington Post, & many more.
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.
O'hare Airport Taxi (ORD) To Chicago Downtown
At Ohare Airport Taxi LLC, we specialize exclusively in private transportation to and from O’Hare Airport, located in Chicago, Illinois. Our service is designed for passengers who value punctuality, comfort, and professionalism.
We operate a modern fleet of commercially licensed and insured vehicles, all well maintained, spotless, and equipped for a safe and smooth ride. We are not a ride sharing. We are a fully licensed professional limo style service, with all the necessary permits to legally pick you up at O’Hare Airport.
Our full time, experienced drivers know Chicago and the airport inside and out. They track flights in real time to ensure your pickup is timely and stress free, even in case of delays or early arrivals.
Booking your Taxi to O’Hare Airport has never been easier. Whether you're traveling for business or leisure, Ohare Airport Taxi LLC is the most reliable and professional choice for airport transportation in Chicago.
Adventurous Scavenger Hunt in Chicago by Zombie Scavengers
This experience is unique for its unmatched flexibility and strong emphasis on group interaction. It’s not bound to a fixed schedule or route, allowing groups to start, strategize, and explore at their own pace. The core difference is the immersive, lighthearted zombie theme that dictates the tasks—you're scavenging for supplies and completing silly challenges to prove your survival mettle. It’s perfect for team-building or family fun because it's priced per team (up to 10 people), includes the guidance of a remote, chat-based host, and culminates in the unique bragging rights of checking your national rank on the app's leaderboard.
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.
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.
Pilsen Chicago Walking Tour: Street Art & Mexican History
Discover Pilsen, one of Chicago’s most vibrant neighborhoods, known for its colorful street art, rich Mexican heritage, historic architecture, and thriving local culture. This locally led Pilsen walking tour offers an authentic, insider experience beyond typical Chicago sightseeing.
- Pilsen-based experts with 40+ years of combined experience
- Explore iconic sites like 16th Street murals, Thalia Hall, and local cultural landmarks
- Official Pilsen tour partner of the Chicago History Museum
- Bilingual tours available in English and Spanish
- Multiple routes and flexible options, including walking, running, or biking tours
Meet and Greet Private Sedan Transfer from ORD 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