Prohibition Chicago: Myth vs. Reality Walking Tour
More than 100 years later, stories of Prohibition-era Chicago still capture the public’s imagination. But the portrayal of that era in popular culture isn't always accurate.
On this tour, you’ll hear how the culture in turn-of-the-century Chicago helped bring about the 18th Amendment through stories of notorious vice districts along the Chicago River and the South Loop. We'll talk about the rise of Al Capone during the infamous “Beer Wars,” culminating in the St. Valentine’s Day Massacre. Along the way, we’ll talk about how the city played a role in the popular and artistic growth of jazz, and how Chicago during the Roaring Twenties has been depicted on screen, in blockbusters such as "The Untouchables" and "Chicago."
Please be advised that this tour contains stories of murder and sex work. Although children are welcome on this tour, parents should use their discretion in determining whether it is suitable for those under 15.
Duration: 2 hours
- Free cancellation
Private Transfer from Chicago (ORD) Airport to Chicago City
Take the worry out of your arrival to Chicago (ORD) Airport and pre-book a private transfer to suit your group size (up to 14 people). Avoid the long lines for taxis on arrival, and travel in the comfort of a Premium car or minivan.
Duration: 35 min
- Free cancellation
- Private tour
Private Giza Pyramids & Great Sphinx Half-Day Tour
Explore the world-famous Giza Pyramids, the Great Sphinx, and the Valley Temple on a relaxed private tour designed around your pace. Enjoy stunning panoramic views, unforgettable photo stops, fascinating stories from your expert guide, and comfortable private transportation throughout the experience.
Unlike crowded group tours, you’ll have the flexibility to spend more time where it matters most, ask questions, and experience Egypt’s most iconic landmarks without feeling rushed. From the breathtaking panorama of the three pyramids to the legendary Great Sphinx, every stop is carefully planned to make your visit smooth, memorable, and truly authentic.
Duration: 4 hours
- Free cancellation
- Private tour
Private SUV Transfer Between O'Hare airport & Downtown Milwaukee 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: 1 hr 15 min – 1 hr 40 min
- Free cancellation
- Private tour
Save 6%
Arrival Transfer: O'Hare Airport ORD to Chicago by Luxury SUV
Your safety is our crew’s biggest priority. Before your journey even begins, your driver 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 arrivals terminal of the airport, 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 on the day.
Duration: 30 min
- Free cancellation
- Private tour
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
Duration: 30 min – 1 hr 30 min
- Free cancellation
- Private tour
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
Save 20%
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
full day tour of Pyramids Sphinx and The Grand Museum
Explore the wonders of ancient Egypt on this comprehensive 10-hour private tour, starting from Cairo or Giza. Visit the iconic Pyramids of Giza and the Sphinx, Enjoy a delicious lunch at a local restaurant and benefit from expert guidance throughout. Optional experiences such as camel rides, Then heading to The Grand Museum where travelers step into a journey through 5,000 years of history. This tour also includes a visit to the Egyptian Papyrus and Pharaonic Essential Oils Museum, all while traveling in modern, air-conditioned vehicles.
- 10-hour private tour covering Giza Pyramids, Sphinx, and more
- Includes lunch at a local restaurant
- Optional activities available for an additional fee, enhancing your experience
Duration: 8–11 hours
- Free cancellation
- Private tour
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.
More info
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
Hike the Illinois Dunes
If you want someone to help explain the landscape and the species around then come and register with us!
Duration: 2 hr 15 min
- 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