Chicago Scavenger Hunt Interactive Walking Activity
Discover Chicago's vibrant history through an engaging scavenger hunt in Millennium Park. This interactive experience melds fun and learning as you uncover stories from the city’s founding in 1837 to its iconic landmarks. Explore notable sites like Cloud Gate and the Art Institute, while tackling quizzes that challenge your knowledge. The app-led format allows you to navigate at your own pace, making it perfect for families, friends, or dates. Capture memorable moments as you embark on this unique journey through the Windy City.
Duration: 2 hours
- Private tour
Private Sedan 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
Chicago Lakefront Trail: A Self-Guided Bike Tour
This self-guided bike tour traces Chicago's reinvention from the ashes of the Great Fire to the skyline that rose in its place, pedaling the Lakefront Trail with Lake Michigan on one side and the city's icons on the other.
The route begins near Navy Pier and rolls through Museum Campus, past the Shedd Aquarium, Adler Planetarium, and Field Museum. Buckingham Fountain and the towering Willis Tower come next, followed by Millennium Park's Cloud Gate — Chicago's beloved "Bean." A quick pass through the Loop takes in the Chicago Theatre, State Street, and Union Station before crossing the Chicago River. Stories of the Great Fire and the innovators who rebuilt the city play through your headphones the whole way.
Perfect for first-time visitors, casual cyclists, and anyone craving a fresh angle on the city. Download the VoiceMap app and enter the ticket code from your confirmation email to start riding.
Duration: 1–2 hours
- Free cancellation
- Private tour
Chicago Movie Landmarks Scavenger Hunt - An App-Guided Adventure
Explore Chicago's cinematic history through a thrilling scavenger hunt that takes you to 12 iconic movie locations across the Loop and River North. Participants will engage with the city’s vibrant architecture and learn about its role in popular films, from classic comedies to dramatic stories. The hunt encourages teamwork as you answer questions, upload photos, and guess locations to earn points. Helpful hints in the form of movie clips and photographs will guide you along the way. Unleash your inner film buff and discover the magic of Chicago’s film scene while enjoying a fun-filled adventure with friends or family.
Duration: 2 hours
- Free cancellation
- Private tour
Awesome Scavenger Hunt at Lincoln Park Zoo
"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration!
Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza.
Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll!
With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"
Duration: 1 hr 30 min
- Free cancellation
- Private tour
Welcome to Chicago: The Essential City Tour with photo stops
Learn from a local as you discover Chicago’s top spots for food, drinks, architecture, and culture. On this tour, you'll explore downtown uncovering their history, iconic landmarks, hidden gems, and must-see photo opportunities. From legendary deep-dish pizza and historic jazz venues to world-famous architecture and vibrant local districts, the local guides provide personalized recommendations for every type of traveler. No need to spend hours planning your trip—this tour is designed to give you the insights, stories, and local knowledge needed to make your Chicago experience unforgettable.
* Learn about the essentials of Chicago
* Get tailored recommendations from local guides
* Take amazing photos at iconic and hidden-gem locations
* Get familiar with the city's history, culture, and neighborhoods
Duration: 1 hr 30 min
- Free cancellation
Fun Pasta Making Class With a Local Chef in Chicago
Forget complicated pasta projects — this is your excuse to make ridiculously cozy gnocchi from scratch. At a relaxed Chicago wine bar, you’ll mix ricotta, flour and egg into a tender dough, then roll and cut it before shaping each piece by hand. You’ll pick up practical techniques for working with soft dough without overthinking every little move. Once your gnocchi is ready, you’ll cook it and make a rich sage butter sauce with Parmesan, fresh herbs and seasonal garnishes. You’ll learn how to combine the ingredients into a balanced, savory finish, then sit down to enjoy your freshly prepared meal. The atmosphere stays casual and social, making it easy to chat, laugh and enjoy the process. Your potatoes can take the night off — ricotta is handling gnocchi duty.
Duration: 2 hours
- Likely to sell out
- Free cancellation
Daily Single Kayak Rentals Near Chicago
Looking for an unforgettable adventure that combines the thrill of paddling with the stunning natural beauty of Illinois? Our Guided Kayak Rentals near Chicago are the perfect way to experience Starved Rock State Park from a whole new perspective.
Duration: 1–7 hours
- Free cancellation
Bucktown and Wicker Park’s 606 Trail: A Walking Tour
The Bloomingdale Trail was built on a former railway line that once served as the industrial backbone of Chicago's north side. On this self-guided audio tour through Bucktown and Wicker Park, you'll hear how the factories, immigrants, and artists who lined these tracks transformed two scrappy neighbourhoods into some of the city's most sought-after real estate. The tour starts at Walsh Park, the eastern terminus of The 606, named with a nod to Chicago's universal zip code prefix. Further along, you'll stop at the Damen Avenue Arts Plaza, where the Flat Iron Arts Building stands as a reminder of how artists were deliberately recruited to revive a struggling neighbourhood. The tour ends at Western Avenue, the longest continuous city street in the world at 24.5 miles, where the trail continues west into Logan Square and Humboldt Park.
Duration: 30 min – 1 hour
- Free cancellation
- Private tour
Fun Chocolate Making Class With a Local Chef in Chicago
This beginner-friendly chocolate class turns a classic confection into an approachable, rewarding skill. Led by Chef Janet, the experience focuses on teaching essential techniques while keeping the atmosphere relaxed and fun. You’ll learn how to temper chocolate correctly, experiment with popular fillings and use molds to create beautifully shaped treats. Chef Janet breaks everything down step by step, making the process easy to follow even if you’ve never worked with chocolate before. With plenty of tasting, hands-on practice and a supportive environment, this Chicago class is ideal for dessert lovers, curious home cooks or anyone looking for a creative night out that ends on a sweet note.
Duration: 2 hours
- Likely to sell out
- Free cancellation
Chicago River Yoga Walk Tour
This is truly an experience like none other. It is combination of a historical walking tour of the Chicago Riverwalk and Yoga. It is a very non-traditional Yoga experience as we incorporate flows along the walking tour, in picturesque locations with beautiful views. No mats are necessary as we incorporate the surrounding elements of the Riverwalk, ie: benches, steps, and grassy lawns. A Fit Tour is the most unique way to "get your steps in" and actively engage with the surrounding city.
Duration: 1 hr 30 min
- Likely to sell out
- Free cancellation
Private Grand Egyptian Museum Guided Tour in Cairo
Explore priceless Pharaohs’ treasures with a guide, private transport, and a memorable experience!!!
Duration: 4 hours
- Free cancellation
- Private tour
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Departure Transfer: Chicago to O'Hare Airport ORD by Luxury SUV
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 Shoreline Adventure Boat Tour
This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!
Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!
Duration: 1 hr 30 min
- Free cancellation
Breakfast, Lunch or Dinner: Exclusive Egyptian Countryside Exp
Discover the charm of the Egyptian countryside on this private tour, where vibrant farmland meets rich cultural experiences. Enjoy a meal at sunrise, midday, or sunset, savoring the flavors of traditional Egyptian cuisine. Engage in horse riding, hop on traditional carts, and stroll through picturesque farmlands. Delight in tasting authentic Egyptian tea, baking bread with local families, and exploring buzzing beehives for an immersive rural adventure.
- Private tour offering a unique exploration of the Egyptian countryside
- Enjoy breakfast, lunch, or dinner at your preferred time of day
- Participate in horse riding, traditional cart rides, and local bread baking
- Experience tasting Egyptian tea and learning about beekeeping with locals
Duration: 4 hours
- Free cancellation
- Private tour
Chicago Helicopter Tour: City to Shoreline
Your journey begins with a southeast departure from the Vertiport, offering early views of the city’s iconic skyline. Flying east, you’ll head toward the lakefront and cruise south along the shoreline, passing Soldier Field, the Museum Campus, and continuing down to the historic Museum of Science and Industry in Hyde Park. From there, the route turns north, following Lake Michigan’s edge past Navy Pier, the John Hancock Center, and up to Montrose Harbor; a favorite city escape with marinas and beaches. You’ll then loop south once more, enjoying a sweeping view of Chicago’s lakefront before heading west to return to the Vertiport. It’s a dynamic tour showcasing both downtown and the scenic south shore in one unforgettable flight.
Duration: 20 min – 25 min
- Likely to sell out
- Free cancellation
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Chicago Millennium Park Kid Friendly Self Guided Puzzle Adventure
A puzzle adventure made for kids, all inside Millennium Park. Solve four objectives, walk about a third of a mile, and see the park like nobody else does.
Four stops, no streets to cross. Clues hidden near a giant mirrored sculpture, a fountain of a thousand faces, the space under the Bean and a curved row of white columns. Each one your young agents crack unlocks the next. Part scavenger hunt, part brain teaser, sized for small detectives.
Someone left a secret message in the park, one word at a time, in steel and stone. Kids count, spot names and hunt for words most grown-ups walk right past.
Between stops, a short audio transmission from Operations Center tells your agents what they found and where to go next. Find a door too small for most grown-ups, snap a photo, 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 no one gets stuck.
Duration: 1 hour
- Free cancellation
- Private tour
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Santa Claus Sleigh Ride Cruises on the Chicago River
Experience the joy of the holiday season aboard the Santa Claus Sleigh Ride Cruises on the Chicago River. This 75-minute ride offers a unique opportunity to enjoy Chicago's stunning winter skyline while creating cherished memories with the family. From November 14 to December 20, join us every Saturday and Sunday for festive fun, including a special visit from Santa himself. Dress warmly, as rides are weather permitting, and come prepared for a delightful outing that supports veterans in need through Shepherd's House.
- 75-minute scenic cruise along the Chicago River
- Family-friendly experience with a visit from Santa Claus
- Available Saturdays and Sundays from November 14 to December 20
- Drinks and snacks available for purchase on board
Duration: 1 hour
- Free cancellation
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Podcast Tour Chicago Flight and Concrete
Step into the grit and glory of Michael Jordan’s 1990s Chicago Bulls dynasty. We trace the physical collision between global basketball myth and the reality of the Near West Side. From high school talent pipelines and pickup courts to working-class fan taverns, the vanished Chicago Stadium, and the redeveloped housing projects across Lake Street, this walk explores how an industrial city rebranded itself into an international sports capital—and what that transformation meant for the neighborhood living in the arena's shadow.
- A 3.9 km self-guided tour with 8 stops over 139 min
- Ideal for travelers interested in Pop Culture & Media Landscapes and History & Memory
- Immersively told in a podcast style by experts and locals
- Matching audio content, AI guide and navigation through the app
Duration: 2 hr 19 min
- Free cancellation
Chicago Gangsters and Ghosts Walking Tour
We are the original, top-rated Gangsters and Ghosts tour! As a private tour, hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your private historian guide, uncovering the many mysteries hidden behind every turn.
Walk through Chicago's notorious South Loop, known as a vice district during the 1920s and 30s. Stroll through this now upmarket area of the city which was once home to underground speakeasies and bootleggers.
Hear the true stories of Chicago's bloody past and the gangsters who caused havoc in the city. See the places notorious figures such as Al Capone used to party, make deals, and carry out "business".
Discover the legends of the ghosts that are said to lure along the Chicago Riverwalk and the aptly named Death Alley. Stop at haunted locations including Palmer House, and the Chicago Theatre, before finishing outside the Congress Hotel, one of the most haunted places in Illinois.
Duration: 2 hours
- Free cancellation
- Private tour