Executive Car Service in Chicago

Executive car service assigns a specific, background-checked chauffeur and a specific commercially insured vehicle to your reservation ahead of time, at a rate that is fixed when you book. A rideshare matches whichever nearby driver accepts, in whatever personal vehicle they own, at whatever the demand algorithm decides the moment you tap. On a Chicago morning with snow on the Kennedy, those two things produce entirely different outcomes at entirely different prices.

Hourly executive service starts at $90 per hour for a Ford Expedition and $95 per hour for a Cadillac Escalade or Lincoln Navigator, with a booking minimum. Flat point-to-point transfers from the Loop start at $95 to O'Hare or Midway, $110 to Oak Brook and $135 to Lake Forest. Half-day and full-day retainers are quoted on request. All prices are before Illinois taxes and gratuity, and none of them move because of weather, conventions or time of day.

Yes, and we encourage it for anyone riding weekly. Named chauffeur assignment means the same person handles your reservations whenever scheduling permits. They learn which entrance of your building actually works, how much lead time you want at O'Hare, whether you take calls in the car, and what temperature the cabin should be. It also matters for sensitive travel, where a smaller circle of people knowing your movements is the point.

Yes. Every chauffeur signs a confidentiality agreement covering anything seen or heard in the vehicle, and every chauffeur is background checked before their first reservation. Nothing about a passenger, a destination or a conversation is discussed with anyone. For legal, financial, healthcare and executive-protection clients we will assign a fixed chauffeur for the length of an engagement and route all scheduling through a single dispatcher.

Yes, and meet and greet is the right choice there. Most international arrivals clear customs in O'Hare Terminal 5, and clearance runs anywhere from thirty to ninety minutes. Your chauffeur waits inside baggage claim with a name board, takes the luggage, and walks the client to the vehicle at the curb rather than sending them across the terminal and up to the Multi-Modal rideshare facility. We track the aircraft from pushback at its origin airport.

Black-on-black late-model SUVs. The Cadillac Escalade and Lincoln Navigator are the executive standard, both seating up to six. The GMC Yukon XL and Ford Expedition seat seven with meaningfully more luggage room, which matters on airport runs. When a principal travels with a team, the fourteen-passenger Mercedes-Benz Sprinter replaces three separate SUVs. Every vehicle is detailed before an executive reservation and carries water, charging and controlled rear climate.

Yes, on request and usually the same business day. We supply a certificate of insurance showing commercial liability limits, a W-9, chauffeur licensing documentation and vehicle inspection records. Most Chicago corporate clients set us up as a standard accounts payable vendor and settle monthly on net terms. If your procurement team has a specific vendor questionnaire, send it over and we will complete it rather than sending you a generic packet.

A day ahead is comfortable and lets us assign the chauffeur you would want. Same-day and overnight requests are routinely filled because dispatch runs around the clock. The reservations to book well ahead are anything falling on a Chicago peak week: the Auto Show in February, Windy City Smokeout and Taste of Chicago in early July, Lollapalooza from July 30 through August 2, IMTS in September, the Chicago Marathon in October and RSNA in November.