Executive chauffeur service for Chicago business travel — reliable, discreet, flat-rate, with a real person managing your account.
For executives, teams, and clients, Driving Mogul delivers on-time, discreet, black-car service across Chicago. Airport transfers, roadshows, client pickups, and as-directed hourly — handled by professional chauffeurs, billed flat, and coordinated by a real dispatcher who answers the phone.
The price you're quoted is the price you pay. No peak pricing, no snow-day spikes. Uber Black surges; we don't.
One all-in price. No awkward tip math at the curb — it's already handled.
Not a random match. A professional in a black-on-black suit who knows the city and treats the ride like it's the only one.
On airport runs we track your flight and are curbside when you land — early or delayed, same flat price.
Call or text (708) 554-4028 any time, 24/7. Real accountability — the thing an app can't give you.
Sedan for two, full-size SUV for six, and the right vehicle for weddings, corporate, and nights out.
Corporate airport transfers use the flat rates below; hourly / as-directed is Sedan $75/hr · SUV $95/hr.
| Route | Sedan | SUV |
|---|---|---|
| O'Hare (ORD) ↔ Downtown / The Loop | $100 | $125 |
| O'Hare (ORD) ↔ North Side / Gold Coast | $100 | $125 |
| O'Hare (ORD) ↔ Suburbs | from $110 | from $135 |
| Midway (MDW) ↔ Downtown / The Loop | $100 | $125 |
| Midway (MDW) ↔ Suburbs | $100 | $125 |
Flat rates shown are typical, gratuity included, confirmed at booking. Hourly / as-directed: Sedan $75/hr · SUV $95/hr (2–3 hr min). Get an exact address-to-address price on our instant quote calculator.
Every car black, immaculate, and professionally chauffeured.
Yes. We set up account billing and priority dispatch for companies and executive assistants. Call (708) 554-4028 to set one up.
Yes — book a chauffeur hourly or as-directed for full-day, multi-stop executive travel. Sedan $75/hr, SUV $95/hr, 2–3 hr minimum.
Airport transfers are flat-rate; hourly is a clear per-hour rate. No surge, gratuity included — easy to expense.
Absolutely — assistants book and manage rides by phone, text, or the site, and we confirm every detail back to them.
Yes — vetted, professionally dressed (black-on-black), and discreet, treating every executive ride to the highest standard.
