A small calendar. A short list. The 2025 Cadillac Escalade ESV Platinum Sport Executive — and the same owner-driver behind the wheel every ride. Twenty-five years on the road in Chicago, Class A CDL. Not Uber. Not Carey. A different category of service.
One vehicle. One owner-driver. A roster of clients who've kept the same standing reservation for years.
Your first ride is $125 flat to either O'Hare or Midway. Family-owned: same vehicle, same standard, every ride. After that, you're on the calendar.
Book Your First Ride → Hourly CharterThree-hour minimum, $150 an hour. Half-day and full-day packages — the same Escalade and the same owner staged at your door for as long as you need it.
For weddings, conventions, concerts, and back-to-back meetings across the city.
View Hourly Rates → Corporate AccountsThe national networks put a standard Escalade on the O'Hare run for $200–$300. Lincoln Limo Inc puts the Platinum Sport Executive on the same run from $155 flat from downtown — veteran-owned, Illinois livery licensed, $1M commercial liability, same driver every booking.
Standing reservations and monthly invoicing for law firms, executive offices, and family offices.
Request a Rate Card →The Executive Edition. Configured specifically for premium passenger transport with massage captain's chairs, an executive rear cabin, and the most advanced technology suite Cadillac has ever built into the Escalade.
The 2025 Cadillac Escalade ESV Platinum Sport Executive. Doors open, signature vertical LED lighting illuminated.
Seen here at The St. Regis Chicago. Your arrival deserves a vehicle that commands attention.
Premium leather with geometric quilted stitching. Multi-zone massage, heating, and cooling on every rear seat.
Rear-seat entertainment with wireless AKG headphone support. Stream, watch, or work in private.
Spans the entire dashboard. Dedicated front-passenger entertainment screen with privacy shield — driver sees only the road.
The illuminated Cadillac crest — a statement of heritage, craftsmanship, and American luxury.
Every spec of the 2025 Escalade ESV Executive was selected for one reason: passenger comfort. This isn't a car with optional luxury — it's a car designed entirely around the rear cabin.
Premium leather with geometric quilted stitching. Multi-zone massage, heating, and cooling on each rear seat. First-class comfort on every ride.
Independent rear-zone climate with wireless charging. Set your temperature and charge your devices while you work, rest, or simply enjoy the ride.
The Executive Second Row Package's AKG Studio Reference system — the same acoustic engineering used in professional recording studios, with headrest-mounted speakers in every seat.
Complimentary AKG Hybrid ANC headphones — 45-hour battery, fold-flat design. Watch movies, take calls, or enjoy music without disturbing other passengers.
Customizable cabin lighting with 126 color options. Set the mood from energizing daylight white to relaxed evening warmth — your environment, your call.
Twin rear-cabin screens with wireless input support. Connect your phone, stream from any service, or take a video conference call in private.
Over 25 years driving in Chicago, I've had the privilege of transporting Fortune 500 executives, recording artists, published authors, aviation crews, and members of Chicago's leading country clubs. Their privacy is part of what they pay for. Names stay in my files, not on my website. Yours will too.
Transportation services to and from Chicagoland's historic country clubs and championship courses. Whether arriving for a tournament, member-guest event, or a private round — seamless service with ample room for clubs.
BMW Championship Host
Dubsdread · Former PGA Tour
Established 1898
Country Club · Est. 1920
Donald Ross · Est. 1901
Country Club · Est. 1922
Historic GC · Est. 1899
Private CC · Est. 1908
From single airport transfers to corporate accounts to multi-state vehicle delivery — flat-rate pricing, no surge.
Reliable service to O'Hare, Midway, and private terminals. Flight tracking included on every booking.
Professional chauffeur service for executives. Corporate accounts with monthly invoicing available.
Book by the hour for meetings, events, weddings, or city tours. 3-hour minimum. Half-day and full-day packages available — see full rate sheet.
Need your car delivered to another state? Florida, California, Vegas, and beyond — interstate driveaway service.
Three discount programs. One applies per booking. Round trip 5% discount stacks on top.
All discounts auto-apply at the calculator with your promo code. Best single discount per ride — no stacking. Round trip 5% discount stacks on top of any selected discount.
Calculate Your Fare →Book your executive transportation today and experience Chicago's only Private Jet SUV. Veteran-owned. Owner-operated. Class A CDL · 25 years professional driving.
Book Your Ride (773) 651-2001