Get Instant Quote
Guaranteed On Time 24/7
Flight Tracking Incl.
150k+ Trips Completed
Get Instant Quote
Guaranteed On Time 24/7
Flight Tracking Incl.
150k+ Trips Completed
Every limo company calls their service ‘VIP.’ We’ll be specific about what ours actually includes, because the difference matters. VIP service at Skyline means a single dedicated chauffeur assigned exclusively to you for the entire duration of your booking. That driver is not shared, not reassigned, and not juggling another pickup. They are yours — waiting when you’re in a meeting, ready when you step outside, and briefed on your full itinerary before the day begins. This service is designed for situations where the standard model (book a ride, driver arrives, ride ends) doesn’t work. When your schedule changes three times in one day. When you need to move between 5 meetings in 4 hours. When discretion matters more than cost. When ‘the car wasn’t there’ is not an acceptable outcome.
⚡ VIP clients include C-suite executives managing Chicago schedules during earnings week, visiting foreign dignitaries requiring protocol-aware drivers, celebrity appearances with confidentiality requirements, and high-profile wedding families coordinating 15+ people. We sign NDAs upon request.
Smooth ride, sleek profile, and premium interior for executive-level travel.
Passenger 1-2
Luggage 1-2
Bold luxury SUV with premium comfort, space, and show-stopping road presence.
Passenger 1-6
Luggage 1-6
Refined, roomy, and powerful — elite SUV experience for VIPs and groups
Passenger 1-6
Luggage 1-6
Sleek, stylish, and spacious — perfect for luxury rides and small groups.
Passenger 1-14
Luggage 10-14
Group travel meets elegance — ideal for parties, events, and corporate comfort.
Passenger 1-14
Luggage 6-7
Maximize space and luxury — ride together with class and unmatched convenience.
Passenger 1-16
Luggage 6-7
Classic stretch design with modern amenities — timeless style for unforgettable occasions.
Passenger 1-10
Luggage 7-8
Luxury sedan that blends heritage, performance, and comfort in perfect harmony.
Passenger 1-2
Luggage 1-2
Ideal for mid-sized groups — professional, polished, and surprisingly comfortable.
Passenger 24
Luggage 18-20
Large groups travel in total comfort with onboard amenities and seamless style.
Passenger 35-39
Luggage 30-35
VIP service is priced based on vehicle type and duration. Half-day (5 hours) and full-day (10 hours) packages are available at preferred rates compared to standard hourly booking. Multi-day packages for executives visiting Chicago for 2-5 days include a dedicated vehicle and driver for the entire stay. Call (773) 575-8169 for a confidential quote.
VIP pricing is based on vehicle type and total duration. Because VIP service includes a dedicated chauffeur who stays with you (not shared, not reassigned), the hourly rate reflects that exclusivity. Half-day packages (5 hours) and full-day packages (10 hours) are available at preferred rates compared to standard hourly booking. For multi-day executive visits, daily rates with a dedicated vehicle and driver for 2–5 days offer the best per-hour value. For a baseline understanding of hourly rates by vehicle type, see our limo cost per hour guide. VIP packages start from those published rates and include the dedicated chauffeur premium. Call (773) 575-8169 for a confidential quote tailored to your specific itinerary.
Understanding the difference helps you book the right service for your situation:
For VIP arrivals, our airport service goes beyond curbside pickup. Your chauffeur meets you inside the terminal at baggage claim with a name placard, assists with luggage, and escorts you to your waiting vehicle. For international arrivals at O’Hare Terminal 5, we coordinate with the extended customs processing time and have your vehicle positioned at the closest pickup point. This level of airport service is included in all VIP bookings at no additional charge. For standard (non-VIP) airport transfers, see our O’Hare limo service and Midway limo service pages.
Companies that frequently host executives, board members, or clients in Chicago benefit from our corporate transportation accounts with VIP-tier service. Your account manager pre-configures preferences (vehicle type, chauffeur assignment, billing method), and your team can book VIP service with a single call or email. One monthly invoice covers all rides with detailed per-trip reporting.
