Discover the Heart of Chicago
Explore our range of private tours, shared experiences, airport transfers, and hourly rides.
Our Chicago Transportation Services
Explore tours, book airport transfers, or arrange hourly rides.
4.5
Classic Chicago Highlights
Shared Tour
3 hours
Discover the iconic landmarks of downtown Chicago. A perfect introduction to the city, visiting Millennium Park, The Bean, Magnificent Mile, and Navy Pier. Enjoy the views and learn about Chicago's rich history.
Vehicle Types:
Minibus
Highlights:
Millennium Park
Cloud Gate (The Bean)
Magnificent Mile
+1 more
75/person
4.8
Architectural River Cruise & Walk
Private Tour
4 hours
Experience Chicago's world-renowned architecture from the Chicago River and then explore key buildings on foot. This tour covers Tribune Tower, Wrigley Building, and offers stunning views of the Willis Tower.
Vehicle Types:
Sedan
SUV
+1 more
Highlights:
Chicago River
Tribune Tower
Wrigley Building
+1 more
400/tour
Neighborhood Explorer: Wicker Park & Bucktown
Shared Tour
5 hours
Dive into the vibrant culture, art, and boutiques of these trendy neighborhoods. Explore The 606 Trail, admire local murals, and discover unique shops and art galleries.
Vehicle Types:
Minibus
Highlights:
The 606 Trail
Local Murals
Boutique Shops
+1 more
90/person
Chicago Deep Dive Adventure
Private Tour
8 hours
An extensive tour covering all major sights and hidden gems. For the ultimate Chicago experience, including Museum Campus, Lincoln Park Zoo, the historic Gold Coast, and vibrant Chinatown.
Vehicle Types:
SUV
Van
+1 more
Highlights:
Museum Campus
Lincoln Park Zoo
Historic Gold Coast
+1 more
750/tour
Quick City Overview
Shared Tour
2 hours
A shorter tour perfect for those with limited time, covering key downtown spots like The Bean, Chicago Theatre, and a section of the scenic Riverwalk.
Vehicle Types:
Van
Highlights:
Cloud Gate (The Bean)
Chicago Theatre
Riverwalk section
50/person
Gastronomic Chicago Food Tour
Shared Tour
3.5 hours
Taste the flavors of Chicago on this culinary journey. Sample deep-dish pizza, Chicago-style hot dogs, and more. A delicious way to explore the city.
Vehicle Types:
Minibus
Highlights:
Pizzeria Uno (Deep Dish)
Portillo's (Hot Dogs)
Garrett Popcorn Shops
+1 more
85/person
Luxury Private Night Tour
Private Tour
3 hours
Experience the magic of Chicago at night. See the illuminated skyline, enjoy a stop at a rooftop bar (optional, cost not included), and tour the city lights in style.
Vehicle Types:
Sedan
SUV
Highlights:
Buckingham Fountain (lit up)
Adler Planetarium (skyline view)
Michigan Avenue Lights
+1 more
450/tour
4.7
O'Hare (ORD) to Downtown Loop
Airport Transfer
~60 min
Reliable and comfortable one-way transfer from O'Hare International Airport to Chicago's Downtown Loop area. Skip the hassle of taxis and ride-shares.
From: O'Hare International Airport (ORD)
To: Downtown Loop Hotels
Typical Vehicles:
Sedan
SUV
Van
Std. luggage included
85fixed
Midway (MDW) to Magnificent Mile
Airport Transfer
~45 min
Efficient one-way transfer from Midway Airport to the Magnificent Mile. Start your Chicago visit with a smooth and professional ride.
From: Midway Airport (MDW)
To: Magnificent Mile Area
Typical Vehicles:
Sedan
SUV
Std. luggage included
70fixed
4.9
Business Class Sedan - Hourly Charter
Hourly Ride
2 - 8 hours
Book a professional sedan and driver by the hour for your business meetings, appointments, or a personalized city tour. Flexible and convenient.
Vehicle Options:
Sedan
Luxury Sedan
Up to 3 passengers
75/hour
Spacious SUV - Hourly As Directed
Hourly Ride
3 - 10 hours
Ideal for small groups, families, or those needing extra space. Hire an SUV with a driver by the hour for shopping, events, or city exploration.
Vehicle Options:
SUV
Luxury SUV
Up to 5 passengers
95/hour
What Our Clients Say
Hear from travelers who've experienced Chicago with us.
EC
Emily Carter
"Our private tour of Chicago was absolutely fantastic! Our guide was knowledgeable and so friendly. We saw all the iconic sights and learned so much. Highly recommend!"
Tour: Private City Highlights
|Date: November 15, 2023
MJ
Michael B. Jordan
"The airport transfer was seamless and very professional. The driver was waiting for us as promised, and the vehicle was clean and comfortable. Made our arrival stress-free."
Tour: O'Hare to Downtown Transfer
|Date: October 28, 2023
SC
Sarah Chen
"Loved the hourly ride option! We booked an SUV for a few hours of shopping and sightseeing at our own pace. Our driver was great and knew all the best routes. So convenient!"
Tour: Hourly SUV Charter
|Date: December 02, 2023
DR
David Rodriguez
"The shared architectural tour was very informative. The guide was passionate about Chicago's buildings. The boat part was amazing, though the walking part felt a bit rushed."
Tour: Architectural River Cruise & Walk (Shared)
|Date: September 20, 2023
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