The North Shore expects excellence. We deliver it. Experience the newest fleet of black cars and SUVs serving Highland Park, driven by vetted career chauffeurs.
Under 3 Years
Fleet Age Maximum
Daily Detailed
Interior & Exterior
Career Chauffeurs
Not Gig Workers
When you order an "Uber Black" in Highland Park, you might get a 6-year-old Suburban with rattle noises and a driver who's never been north of Evanston. The "Black" label is supposed to mean premium — but there's no consistency, no guarantee, and no accountability.
You're paying premium prices for a coin flip. Sometimes it's acceptable. Sometimes you're embarrassed to arrive at a dinner party in a vehicle that's clearly seen better days.
We own our standards. Every vehicle in our fleet is under 3 years old, detailed daily, and smoke-free. Our chauffeurs are FBI-background checked, drug-tested, and trained in executive etiquette. You aren't booking a ride — you're booking a consistent, high-end environment. Every single time.
Trying to get a signal and find a rideshare in the mud and crowds after a show at Ravinia is a nightmare. Surge pricing skyrockets, cancellations are rampant, and you're standing in a field refreshing your app while everyone else does the same.
Your Exit Strategy, Pre-Planned
We eliminate the chaos. Your chauffeur is pre-staged at the designated West Lot or Tyler Gate pickup zones before the final encore ends. We text you the exact location and plate number — no searching, no confusion.
🎵 Book early for major headliners — Ravinia dates fill up fast.
Ravinia's pickup logistics are specific. We know the staging areas, the traffic flow, and the timing.
Primary pickup zone for most lawn seating. We stage 15 minutes before estimated show end.
East-side pickup for pavilion seating and VIP exits. Less congested departure.
Drop-off before the show, staged and waiting at the end. One price, no surprises.
Weather happens. If Ravinia cancels or postpones your show, we offer full credit toward a rescheduled date or refund with 24-hour notice. No fees, no hassle. We know the drill.
We actively monitor Route 41 construction and Edens Spur traffic. When conditions warrant, we detour via Waukegan Road to ensure you hit the terminal curb on time.
| Destination | Distance | Off-Peak | Rush Hour | Route Notes |
|---|---|---|---|---|
| O'Hare International (ORD) | 18 miles | 28 – 38 mins | 45 – 60 mins | Edens Spur monitored |
| Chicago Executive (PWK) ⭐ | 10 miles | 15 – 20 mins | 20 – 28 mins | Tarmac access available |
| Chicago Loop / Downtown | 25 miles | 35 – 50 mins | 55 – 80 mins | I-94 / Lake Shore Drive |
| Midway International (MDW) | 35 miles | 45 – 60 mins | 70 – 95 mins | I-94 → I-55 |
| Ravinia Festival | Local | 5 – 10 mins | 10 – 20 mins | Pre-staged service |
⭐ Chicago Executive Airport (PWK) — tarmac-side access available when permitted by FBO protocols.
Highland Park to O'Hare isn't complicated — unless you don't know the construction delays on Route 41 or the Edens Spur backup patterns. We monitor conditions in real-time and adjust accordingly.
We actively monitor construction and traffic on Route 41 and the Edens Spur. When delays warrant, we detour via Waukegan Road or take the I-94 → I-294 loop. Your pickup time is calculated to account for conditions — you arrive on time, not stressed.
Real-time monitoring: We check traffic 30 minutes before dispatch and adjust routing as needed.
Highland Park residents travel heavy — Florida and Arizona trips with golf clubs, multiple bags, and sometimes pet carriers. Our Long-Wheelbase SUVs (Navigators, Escalade ESVs) are selected specifically for luggage capacity.
Capacity: Golf clubs, trunks, and pet carriers fit with room to spare. No roof racks, no trunk Tetris.
Highland Park has a high density of private flyers using PWK. We understand the protocols — and when permitted, we deliver accordingly.
We coordinate with Signature FBO for arrival timing and tarmac access when permitted.
Same protocol expertise. We know the security procedures and staging areas.
✈️ When permitted, we pull tarmac-side to your jet's stairs for a seamless air-to-ground transfer.
Highland Park families are security-conscious. Your children ride with our chauffeurs. High-profile clients discuss sensitive matters in our vehicles. We take that responsibility seriously.
Our drivers are not gig workers. They undergo FBI fingerprint checks, drug testing, and driving record verification. We know who is behind the wheel — and so do you.
Every chauffeur completes defensive driving certification. They're trained to anticipate, not just react — especially important on the Edens at rush hour or navigating Ravinia crowds.
We serve high-profile executives and public figures. What is discussed in the vehicle stays in the vehicle. NDAs are standard practice for us — discretion is part of the job description.
Professional appearance (suit and tie), door service, luggage handling, appropriate conversation (or silence when preferred). Our chauffeurs understand when to engage and when to let you work or rest.
Found a chauffeur you particularly like? Request them by name for future bookings. Continuity matters — especially for families with children or executives with regular travel schedules.
Every vehicle under 3 years old. Daily detailing. 100% smoke-free. When we say "guaranteed fleet standard," this is what we mean.
"After one too many Uber Blacks that looked like they'd just come off a construction site, we switched to Deluxe. The difference is remarkable — a spotless BMW 7 Series pulls up, the driver knows exactly where we live, and we arrive at O'Hare looking like we should. This is what Highland Park service means."
— The Petersons
Highland Park • Frequent Travelers
"Ravinia with Deluxe is a completely different experience. The car is pre-staged, they handle our lawn chairs and cooler, and we're out of the parking chaos while everyone else is still trying to get a signal. It's the only way we do concerts now."
— Jennifer & Mark Whitman
Ravinia Season Pass Holders
Yes — forward-facing car seats and boosters are available at no extra charge, pre-installed and sanitized before your pickup. For infants requiring rear-facing seats, bring your own carrier and we'll secure it using the vehicle's LATCH system. Our chauffeurs are trained in proper car seat installation.
Absolutely — this is one of our most popular services. We drive you to your downtown dinner, wait during your meal, and return you home with the same chauffeur. One flat hourly rate covers the entire evening. No surge pricing, no searching for a ride at midnight, and no switching drivers.
Weather happens. If Ravinia officially cancels or postpones your show, we offer a full credit toward the rescheduled date or a complete refund with 24-hour notice. No cancellation fees for weather-related postponements — we understand you didn't choose the rain.
Highland Park to O'Hare rates start at $75 for an executive sedan and $95 for a luxury SUV. For our flagship vehicles (BMW 7 Series, Mercedes S-Class), rates start at $115. All rates are fixed at booking — no surge pricing during Ravinia or rush hour. Price includes flight tracking and 45 minutes of complimentary wait time for arrivals.
Yes — when permitted by FBO security protocols, we provide tarmac-side pickup and drop-off at Signature Flight Support and Atlantic Aviation. We coordinate directly with the FBO on your arrival timing to ensure seamless air-to-ground transfer. For departures, we deliver you directly to your aircraft's stairs.
The North Shore expects excellence — pristine vehicles, vetted chauffeurs, and service that reflects your standards. Stop gambling on rideshare quality. Book the guarantee.
Fleet Under 3 Years • Ravinia Pre-Staged • PWK Tarmac Access • FBI-Checked Chauffeurs
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