A Spectacular Audio Tour : Wonders of Chicago
"Dive into adventure with us, 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, 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 us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Make every day an adventure!
"
Duration: 1 hr 30 min
- Free cancellation
- Private tour
Chicago 80's Movie Scavenger Hunt - An App-Guided Adventure
Do you love 80's movies? Explore Chicago’s cinematic history with an engaging scavenger hunt that takes you through the iconic Loop and River North. This activity invites participants to connect with the city’s rich film legacy, discovering locations where classic 80's movies were filmed. Teams will tackle fun tasks like answering movie trivia, snapping photos, and solving clues, all while immersing themselves in the vibrant architecture of the Windy City. Don’t forget to channel the spirit of the 80s by dressing up and competing against friends for a memorable experience.
Duration: 1 hour
- Free cancellation
- Private tour
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Chicago Architecture Gilded Interiors Walking Tour
Visit the most beautiful interiors in Chicago with a local guide bringing their stories to life.
Step into stunning centuries-old architecture on a guided walking tour of downtown Chicago. We go in buildings no other walking tour explores. Enter the Gold Coast, historic churches, and hear stories of wealth, scandal, and corruption.
Your guide will set off on a journey through the heart of downtown Chicago's Gold Coast. Visit historic sites tied back to Abraham Lincoln, Pope Leo, and even Al Capone. Hear about the Chicago World’s Fair of 1893, which ushered in a vision of 20th-century society.
This tour is designed for casual travelers and architecture hounds alike. Go where no other walking tours visit, only on Chicago Architecture: Gilded Interiors.
Duration: 1 hr 30 min
- Free cancellation
Chicago Downtown Private Guided Walking Tour
Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to the gleaming Cloud Gate. Hear untold stories of resilience, art, and innovation. Optional: see the Chicago Theatre, Cultural Center, and Tiffany glass dome.
Tour is available in following language:
English
French & Spanish
Choose one of our excellent tour options tailored to your needs and interests:
2-hour: Downtown
Visit Downtown Chicago to see landmarks like Holy Name Cathedral, Tribune Tower, and the Wrigley Building. Uncover stories of resilience and architectural beauty.
3-hour: Downtown, Chicago Theatre, & Cloud Gate
Visit Downtown Chicago and see the Chicago Theatre, Cultural Center’s Tiffany dome, and Cloud Gate. Extend your walk through rich history and iconic views.
This fun and history-filled tour will take you through the architectural wonders and cultural landmarks of Downtown Chicago. With a Licensed Private Guide, you'll uncover the stories behind iconic sites.
Duration: 2–3 hours
- Free cancellation
- Private tour
Small Group Bike Tours From Chicago to Lake Geneva
The route to Lake Geneva follows the incredible coastline of Lake Michigan and eventually into the rolling green hills of Wisconsin. Your group will stop to see landmarks such as the Gold Pyramid House and the stunning Bahāʾī temple. The 85-mile bike ride will bring you right to your boutique inn where your bags will be waiting for you.
The following day your guide will take you to the beach where you can kayak or just enjoy some much-deserved lounging. After this you will visit the Apple Barn for a delightful day of seasonal apple or strawberry picking, followed by a stop at their bakery. Don't forget to bring your ID for the wine tasting; they often feature live music and are very family-friendly!
Will give you time to explore the shops and ice cream parlors in the charming downtown area before packing the car to drive you back to Chicago.
Duration: 2 days
- Free cancellation
Meet and Greet Private SUV 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
Duration: 30 min – 1 hr 30 min
- Free cancellation
- Private tour
Mercedes VIP Van O'Hare/Midway Airport (Curbside)Chicago 1-Way
THE MERCEDES SPRINTER EXECUTIVE VIP VAN OFFERS SEATING FOR 13 PASSENGERS, WITH LUGGAGE CAPACITY FOR 5 CHECKED-IN BAGS AND 5 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.
Duration: 1 hour – 1 hr 30 min
- Free cancellation
- Private tour
![Downtown Chicago City Tour in a Super Car [30 Minute Experience]](https://media-cdn.tripadvisor.com/media/attractions-splice-spp-400x400/r/33/f9/b4/9e/caption.jpg)
Downtown Chicago City Tour in a Super Car [30 Minute Experience]
Turn heads and take in the views with your Premier Chicago Tour Experience!
Your journey begins in the passenger seat of an automotive masterpiece. Tour downtown Chicago in an Exotic Sports Car where you'll discover the luxury boutiques of the Magnificent Mile, and enjoy breathtaking waterfront views on Lake Shore Drive. After your scenic tour, enjoy 10 minutes of dedicated photo-op time at the departure point located at the Heart of Downtown Chicago. Whether it’s for social media or a personal keepsake, you’ll have plenty of time to pose with these mechanical works of art against the backdrop of the Windy City before your next adventure begins.
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THE VEHICLES CONSIST OF EXOTIC SPORTS CARS FROM MAKES SUCH AS LAMBORGHINI, FERRARI, MCLAREN, ASTON MARTIN & MORE!
Group passenger vehicles consist of Vehicles from make such as Lamborghini, Aston Martin, Rolls-Royce, Bentley & MORE.
Duration: 30 min
- Private tour
Private & All-Inclusive Chicago Downtown Highlights Walking Tour
On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions!
The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From there, your tour will begin as you start your walk through Chicago, exploring the most famous and beautiful locations in the city!
Duration: 4 hours
- Likely to sell out
- Free cancellation
- Private tour
Meet and Greet Private Sedan Transfer from MDW 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
Duration: 30 min – 1 hr 30 min
- Free cancellation
- Private tour
Holiday Lights Tour Chicago BYOB on a Double Decker
Explore the festive charm of Chicago during the holiday season on a double-decker bus tour showcasing the city's dazzling lights. This BYOB tour allows you to sip your favorite beverages while taking in iconic holiday displays, from the magnificent lights at the Magnificent Mile to the enchanting decorations at Millennium Park. Perfect for friends and family, this experience combines the joy of the season with the thrill of city sightseeing.
- Enjoy a festive BYOB experience while touring Chicago’s holiday lights
- See the best holiday displays including the Magnificent Mile and Millennium Park
- Perfect for families and friends looking to celebrate the season together
- Experience the city on a double-decker bus for a unique perspective
Duration: 1 hour
Unforgettable Small Group Biking Tours from Chicago to Milwaukee
Our tours have varying difficulty levels to accommodate different skill levels. We take every safety precaution available to prioritize your well-being. Our routes that take you to must-see attractions and beautiful destinations. The Bahāʾī temple that we will pass is listed on the National Register of Historic Places and the only Bahāʾī place of worship in North America.
This weekend vacation to Milwaukee is a vibrant mix of urban excitement and nature. Notable spots that riders can visit are the Milwaukee Art Museum, the National Bobblehead Hall of Fame Museum, and the Black Holocaust Museum. The city is also home to over 40 breweries, with iconic names like Schlitz and Pabst leading the way.
On the ride you'll traverse mostly flat terrain that shifts between suburban areas and secluded bike paths. Expect southward winds along the lake, be prepared to experience some headwinds during your ride.
Roads: 79% paved, 21% trails
Distance: 74.6 miles
Elevation: +963 ft/ - 1,058 ft
Duration: 1 day
- Free cancellation
Private Sedan Transfer between ORD and Indianapolis IN
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
Bizarre Wicker Park: Medicine and Mobsters Self-Guided Audio Tour
This 45-minute self-guided walking tour explores the bizarre history beneath Wicker Park’s elegant surface. Led by a longtime resident, you will discover the neighborhood’s transition from a wealthy enclave to a gritty artist hub and its modern gentrification.
Key Highlights:
* Radical History: Learn about labor leader Lucy Parsons and the search for hidden bombs in the park.
* Beer Baron Row: Hear tragic tales of murder and madness tied to grand Victorian mansions.
* Quack Medicine: Discover how Theophilus Noel’s "Vita-Ore" empire funded iconic local architecture.
* Mob Intrigue: Visit the former Russian Baths where mobsters met in steam rooms to avoid FBI wires.
* Massacre Connections: See where the St. Valentine’s Day Massacre was planned and its getaway car destroyed.
Duration: 45 min – 1 hr 15 min
- Free cancellation
- Private tour
Bird Tours across Chicago
With over 10 years of birding, Wayne can not only identify birds out in the wild through sight, but also through their many calls! Interested in starting out with birding? Maybe you're visiting for a day and looking for a specific target? Wayne offers birding tours for birders, both new and advanced, across the Chicago region! Happy Birding!
Duration: 2–5 hours
- Free cancellation
Astounding Chicago Bar Crawl: Chi-Town Showdown
"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
Chicago Midway Airport (MDW) to Chicago City - Round-Trip Private Transfer
Book your Private Round-Trip Transfer from Chicago Midway Airport (MDW) to Chicago or address and return.
Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door airport transfer.
Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination.
• Meeting with a Nameplate
• We track your Flight
• Door-to-door Service
• No Hidden Charges
• Clean cars & Professional drivers
Duration: 50 min
- Free cancellation
- Private tour
Chicago O`Hare Airport(ORD) to Chicago RoundTrip Private Transfer
Book your Private Round-Trip Transfer from Chicago O`Hare Airport (ORD) to Chicago or address and return.
Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door airport transfer.
Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination.
• Meeting with a Nameplate
• We track your Flight
• Door-to-door Service
• No Hidden Charges
• Clean cars & Professional drivers
Duration: 35 min
- Free cancellation
- Private tour
Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens
Discover the natural beauty of Lake Geneva and the tranquil Anderson Japanese Gardens on this private 10‑hour getaway from Chicago. Begin your day with convenient pickup and enjoy a scenic drive as your expert guide shares insights about the region. Once at Lake Geneva, you’ll have free time to explore its picturesque lakeside paths, historic estates, and even take an optional cruise. Afterward, immerse yourself in the serene pathways of Anderson Japanese Gardens, where elegant bridges, koi ponds, and peaceful landscapes await. This personalized tour offers a relaxing and enriching experience, perfect for couples, families, and small groups seeking a nature‑filled escape.
Duration: 9–10 hours
- Free cancellation
- Private tour
Private Transfer by Luxury Car to ORD Airport
Free purified water and free soda on board. Passengers will have the option to play their music on board.
Duration: 2 hours
- Private tour
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Departure Private Transfer: Chicago to O'Hare Airport ORD in Luxury 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 Midway Airport (MDW) to Chicago -Arrival Private Transfer
Book your private arrival transfer from Chicago Midway Airport (MDW) to Chicago.
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: 35 min
- Free cancellation
- Private tour
2 hours Private Evening Walking Tour with the Ghosts of Chicago
Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local through the haunted corners of the Lincoln Park area.
Duration: 2 hours
- Free cancellation
- Private tour
![Downtown Chicago City Tour in a Rolls Royce[60 Minute Experience]](https://media-cdn.tripadvisor.com/media/attractions-splice-spp-400x400/r/32/8f/af/36/caption.jpg)
Downtown Chicago City Tour in a Rolls Royce[60 Minute Experience]
Your private luxury tour experience begins with a prompt pickup in downtown Chicago. Step inside the climate-controlled cabin of a world-class Rolls-Royce. Your professional chauffeur will navigate the bustling streets of the Windy City.
Glance through the panoramic windows at towering skyscrapers like the Willis Tower. Coast down Michigan Avenue to admire the luxury boutiques of the Magnificent Mile. Pass by the architectural marvels of the Loop and the lakefront beauty of Grant Park.
This tour itinerary maximizes your time in the city. It is ideal for couples celebrating an anniversary, travelers on a tight schedule, or anyone seeking a VIP Chicago experience. Avoid the crowds of standard tour buses. Enjoy the privacy, comfort, and prestige of DS Luxury Rolls-Royce Tour.
Duration: 1 hour
- Private tour