Chicago Chauffeur: Pontarelli

Pontarelli Group Charters Limousine Service 5584 N Northwest Hwy, Chicago IL, 60630 Start Date
09/22/2026

Full-Time

The Chicago Chauffeur role at Pontarelli Group Charters Limousine Service is a full-time position in Chicago, Illinois. The employer provides limousine and bus transportation for airport trips, corporate travel, weddings, tours, conventions, and group itineraries. The role pays competitive rates and includes health, dental, vision, vacation, retirement, Aflac, and credit union benefits.

• health
• dental
• vision
• vacation
• retirement
• Aflac
• credit union benefits

The Chicago chauffeur role serves clients who need safe, timely transportation and consistent passenger care. The work requires a chauffeur license, a clean professional record, strong interpersonal skills, and the ability to follow client itineraries. Pontarelli also hires licensed professionals for bus driving, dispatch, customer service, sales, vehicle detailing, and related transportation operations.

The Chicago chauffeur role follows client itineraries, uses local route and traffic knowledge, and keeps each trip safe and timely. Passenger care includes helping clients with the practical details of a journey and providing information about dining, shopping, and local amenities when requested. The chauffeur remains accountable for passenger comfort, safety, and security throughout the trip.

Pontarelli Group Charters began operating in 1977 and serves Chicago and surrounding areas through airport, corporate, shuttle, charter, event, and group transportation. Its fleet includes sedans, SUVs, executive vans, limousines, mini buses, and motor coaches. The company's Chicago transportation services include O'Hare, Midway, Chicago Executive, Rockford, DuPage, and Gary Chicago International airports. The company relies on limousine professionals across driving, dispatch, and customer-service roles.

Chauffeur assignments can involve airport pickups, corporate events, weddings, tours, conventions, sports transportation, employee shuttles, and complex group itineraries. The work changes with the passenger count, vehicle type, route, and timing of each reservation. A chauffeur may operate a luxury sedan for an individual transfer or support a larger movement that uses an executive van, mini bus, luxury coach, or motor coach.

Pontarelli's transportation operation assigns vehicles and communicates with chauffeurs as reservations develop. Client profiles, flight information, pickup details, and day-of changes are part of the service chain around each trip. The wider set of chauffeur jobs includes this combination of passenger driving, service communication, and schedule coordination.

A chauffeur applicant needs the license appropriate to the position, and the careers team lists chauffeur licenses, CDL Class B, CDL Class C, and passenger endorsements among the qualifications used across its driving roles. The company reviews motor vehicle records, conducts criminal background checks, and requires drug and alcohol testing. A clean driving history and dependable professional conduct remain central to a chauffeur position.

Strong interpersonal skills matter because the role combines controlled driving with direct passenger service. Pontarelli provides extensive and ongoing safety and customer service training. Professional conduct includes following the planned itinerary, communicating clearly, responding to changes, and maintaining passenger security without disrupting the trip.

Pontarelli's dispatch and quality-control staff organize driver schedules, assign vehicles, contact chauffeurs, reconfirm reservations, and manage changes that arise on the day of service. Flight checks and flight information confirmation support airport transportation. The operation also includes meet-and-greet staff who assist with baggage and the movement from an airport entrance to the assigned vehicle.

Drivers receive the passenger's chauffeur name and cell number about 20 minutes before pickup through an email or courtesy call. That communication connects the assigned driver with the reservation details while leaving room for traffic, flight, and itinerary changes. Around the clock, Chicago operations continue through an office staffed 24 hours a day, seven days a week.

The full-time position includes health insurance,…