Airport Transportation
From $145
Chicago · Flagship Chauffeur Experience
Luxury Without
Compromise.
Travel in the all-electric Cadillac Escalade IQ.
A Chicago-based premium chauffeur service where every detail — comfort, privacy, sophistication, and absolute reliability — is composed around you. For business, the airport, weddings, and VIP arrivals across the city and suburbs.
Chicago BasedAvailable 24 / 7
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Preferred By Hospitality Partners
FOUR SEASONSRITZ-CARLTONAMANMANDARIN ORIENTALST. REGISROSEWOODPENINSULAEDITION
Flagship Executive Vehicle
The Cadillac
Escalade IQ.
An all-electric masterwork of American luxury. Silent, sculpted, and impossibly composed — the Escalade IQ redefines what an executive arrival should feel like.
All-Electric Luxury SUV
Spacious Three-Row Seating
Executive Leather Interior
Whisper-Quiet Cabin
55″ Curved Digital Display
Panoramic Glass Roof
Advanced Driver Assistance
Premium Audio System
Wireless CarPlay & Android Auto
Climate-Controlled Seating
Complimentary Bottled Water
On-Board Wi-Fi & Charging
6
Passengers
8 pcs
Luggage
450 mi
Range
The Difference
A standard of service set by us.
Professional Chauffeurs
Discreet, tenured, and trained in five-star hospitality.
Licensed & Fully Insured
Comprehensive commercial coverage on every journey.
Live Flight Tracking
We adjust to your itinerary in real time, every time.
Always On Time
On-the-minute precision — the discipline of luxury.
Spotless Vehicles
Detailed before and after every reservation.
Corporate Accounts
Consolidated billing and dedicated account managers.
All-Electric Fleet
Silent, smooth, and sustainably refined.
Transparent Pricing
No surge fares. No surprises. Ever.
Curated Services
Every occasion, elevated.
From the boardroom to the ballroom — one signature vehicle, a dedicated team, and an entire operation behind every detail.
Executive Corporate Travel
From $165
Business Meetings
From $175
Hotel Transfers
From $135
Wedding Transportation
From $950
Prom Transportation
From $695
VIP Transportation
From $295
Concert Transportation
From $425
Sporting Events
From $395
Anniversary Celebrations
From $525
Luxury Shopping Trips
From $285
Wine Tours
From $895
Private Chauffeur
From $185
Hourly Service
From $165
Long Distance Travel
From $425
Family Transportation
From $195
Reserve
Begin your journey.
Complete the form below and a chauffeur specialist will confirm your reservation within minutes.
Bespoke Itinerary
Or, request a personalized quote.
For weddings, multi-day engagements, or VIP itineraries — a transportation specialist will craft a tailored proposal.
Receive My Personalized QuoteTariff
Transparent, considered pricing.
Airport Transfers
Door-to-door arrival, met inside the terminal.
From
$145/ starting
- Live flight tracking
- 60 min complimentary wait
- Meet & greet signage
- Bottled water & Wi-Fi
Most Requested
Hourly Chauffeur
As-directed service for meetings or evenings out.
From
$165/ starting
- 3-hour minimum
- Dedicated chauffeur
- Multi-stop flexibility
- Premium amenities
VIP & Events
Weddings, premieres, and curated occasions.
From
$295/ starting
- White-glove protocol
- Red-carpet arrivals
- On-site coordinator
- Champagne service available
Testimonials
Trusted by those who expect more.
“The Escalade IQ exceeded every expectation. Whisper quiet, beautifully appointed, and our chauffeur delivered an exceptional experience from pickup to drop-off.”
Eleanor Vance
Wedding Client
“I travel weekly. J. Akinwale is the only service I trust for early-morning airport runs from Chicago. On time, every time, with the discretion you expect.”
Marcus Hale
CFO, Hale Capital
“Our guests notice immediately. The arrival is part of the experience, and the Escalade IQ has become an extension of our brand.”
Sofia Bellini
Hotel General Manager
Reservations
Reach our private line.
For immediate reservations or itinerary changes, please call or send us a message.
Reservations
+1 (312) 555-0179
reservations@jakinwale.com
Atelier
900 N Michigan Avenue, Suite 1400, Chicago, IL
Hours
Reservations available 24 / 7 / 365