
Private chauffeur service · Chicago, IL
Executive transportation, arranged with care.
A dedicated 2025 Cadillac Escalade ESV and a professional owner-chauffeur, serving airport transfers, corporate travel and private occasions across Chicagoland.
- Cadillac Escalade ESV
- 2025Cadillac Escalade ESV
- Executive passengers
- 6Executive passengers
- Airports & private FBOs
- ORD · MDWAirports & private FBOs
- Chicagoland coverage
- 24/7Chicagoland coverage
One vehicle,
never a substitute.
Unlike brokers who dispatch “a Suburban or similar”, every journey is completed in this exact extended-wheelbase Escalade, detailed before each trip and driven by its owner.
- Model
- 2025 Cadillac Escalade ESV
- Seating
- Up to 6 Executive Passengers
- Luggage
- 6 Large Bags + 4 Carry-ons
- Drive
- Intelligent All-Wheel Drive (Winter-Ready)
- Display
- 55-Inch Curved Diagonal Display
- Audio
- AKG Studio Reference 36-Speaker Audio




Chauffeur services
for every itinerary
The same vehicle and the same chauffeur, whatever the occasion.
- 01Airport TransportationO'Hare (ORD) • Midway (MDW) • FBO TerminalsPunctual flight-tracked arrivals and departures. Complimentary 60-minute wait time with curbside express or inside baggage claim meet & greet.→
- 02Corporate & Executive TravelThe Loop • Financial District • RoadshowsQuiet mobile boardroom equipped with 5G Wi-Fi, tinted privacy glass, and USB-C power for busy C-suite executives and visiting business delegations.→
- 03Hourly 'As-Directed' ChauffeurFlexible Standby • Total FreedomYour personal 2025 Escalade and chauffeur remain exclusively at your command throughout downtown Chicago for meetings, dining, or shopping.→
- 04Point-to-Point City TransfersDowntown • Suburbs • Private EstatesDirect, seamless luxury black car transportation between hotels, private residences, and business venues with door-to-door service.→
- 05Private Aviation FBO TransfersSignature Flight • Atlantic Aviation • PWKDirect tarmac coordination for private jet charter clients at Signature Flight Support (ORD), Atlantic Aviation (MDW), and Chicago Executive (PWK).→
- 06Events, Galas & Sports VIPMcCormick Place • United Center • Wrigley FieldArrive in supreme elegance at Chicago galas, Lyric Opera, Michelin dining, or sports games. No parking, no waiting for a rideshare.→
Service area
& routes
O'Hare, Midway and Chicago Executive, the Loop and the North Shore to the western suburbs.
- 35 - 50 minsO'Hare Airport (ORD) → Downtown Chicago / The Loop18 Miles
- 25 - 40 minsMidway Airport (MDW) → Magnificent Mile & Gold Coast13 Miles
- 40 - 55 minsO'Hare Airport (ORD) → McCormick Place Convention21 Miles
- 45 - 60 minsDowntown Chicago → North Shore / Naperville / Oak Brook25 - 35 Miles
- 40 - 50 minsChicago Executive Airport (PWK) → Loop Financial District24 Miles
Service area
- Downtown / The Loop
- River North
- Magnificent Mile
- Gold Coast
- West Loop & Fulton Market
- Streeterville
- McCormick Place
- O'Hare Corridor & Rosemont
- Midway Airport District
- North Shore (Evanston, Glencoe, Lake Forest)
- Oak Brook & Hinsdale
- Naperville
Seamless airport
arrivals
O'Hare, Midway and the private terminals at Signature, Atlantic and PWK. Sixty minutes of free waiting after touchdown on every flight.
- T – 3H
Flight tracked
Your flight number is tracked live from the moment it is scheduled. Land 30 minutes early or two hours late, the pickup moves with you.
- T + 0
Wheels down
A text arrives as you taxi: chauffeur name, plate number and exactly where to walk once you have your bags.
- T + 3 MIN
Door open
Curbside in about three minutes, or waiting at the carousel with your name. Bags loaded, water cold, cabin at your temperature.
Curbside express
For people who travel light and fast. Collect your bags, send a text, and the Escalade pulls up to your terminal door.
- Fastest exit from ORD and MDW
- Chauffeur staged minutes away
- All luggage loaded for you
Meet & greet inside
For visiting executives, family and first-timers. Your chauffeur parks and waits at baggage claim holding a name sign.
- Greeted at your carousel
- Help pulling bags off the belt
- Walked to the car
What our clients say
“My flight into Terminal 5 was delayed by two hours. My driver was already tracking the inbound flight radar and texted me the moment we landed. The 2025 Escalade was spotless, warm, and the 55-inch display is incredible. Truly executive level.”
“Having the same trusted driver throughout our four days of conferences in downtown Chicago gave our team complete peace of mind.”
“Our go-to chauffeur whenever flying into Signature FBO. The vehicle pulled right up to the plane stairs, handled all four large golf bags with room to spare in the ESV trunk, and delivered a whisper-quiet ride home.”
“The interior space in this 2025 Escalade is massive. The captain chairs, heated massage, and AKG audio made our roadshow between meetings relaxing and efficient. Outstanding service.”
Why clients choose us
Direct
Clients deal with the chauffeur personally. No dispatcher, no call centre, no broker in the middle.
Reliable
Flights tracked live and pickups adjusted automatically, in any Chicago weather.
Private
One vehicle, never shared, never swapped. Tinted acoustic glass and a quiet cabin.
Personal
Owner-operated. The car is hand-detailed before each ride and set up the way you like it.
Frequently asked questions
How airport pickups, flight delays, luggage and passenger requests are handled.
01How do airport pickups work at O'Hare (ORD) and Midway (MDW)?+
We offer two options: (1) Curbside Express: Once you collect your bags, text or call your chauffeur and the vehicle pulls up to the designated exit in under 3 minutes. (2) Inside Baggage Claim Meet & Greet: Your suited chauffeur parks and meets you inside baggage claim holding a personalized electronic name placard and assists you with your luggage to the vehicle.
02What if my flight into Chicago is delayed or arrives early?+
You will never be charged for airline delays. We monitor all inbound flights in real time via FAA radar feeds. Whether your flight lands early or gets delayed by hours, your chauffeur's arrival is updated automatically.
03How much luggage can the 2025 Cadillac Escalade ESV hold?+
Because this is the extended-wheelbase ESV model, the rear cargo trunk is immense. It comfortably accommodates up to 6 full-size check-in suitcases plus 4 carry-on bags and personal backpacks, with all three rows in place.
04Can you provide child safety seats?+
Yes. Forward-facing, rear-facing and booster child seats are available, sanitized and professionally installed before pickup.
Campy Pro Transportation
Discreet, punctual, and the same standard on every journey.
- Licensed
- City of Chicago livery
- Insured
- Full commercial liability
- Owner-operated
- One chauffeur, one vehicle
- Chicagoland
- City, suburbs & airports