Your Chicago Luxury Transportation Partner

Whether you’re flying out of O’Hare International Airport (ORD), planning a corporate event at Navy Pier, attending a concert at Millennium Park, or celebrating with friends in River North — Skyland Transportation delivers reliable, comfortable group transportation across Chicago.

Our Services

Our Fleet

Limo

Seats up to 12 passengers

SUV

Seats up to 6 passengers

Sedan

Seats up to 4 passengers

Motor Coach

Seats up to 55 passengers

Sprinter Van

Seats up to 14 passengers

Party Bus

Seats up to 20 passengers

Serving Chicago & Surrounding Areas

Skyland Transportation proudly provides black car service in Chicago, IL and throughout the greater Chicagoland area. Whether you’re in Naperville, Schaumburg, Oak Brook, Evanston, Skokie, Orland Park, or Tinley Park, our professional chauffeurs deliver a seamless, comfortable, and luxury travel experience. We also serve Rosemont, Lincolnwood, Hinsdale, Highland Park, Glenview, and Arlington Heights, making us your trusted partner for black car service across the Chicago metro region.

Popular services include Chicago Airport Transfers (MCI), corporate travel, weddings, proms, sporting events, and special nights out.

Book Your Chicago Black Car Service

Ride in comfort and style with Skyland Transportation. Get your customized quote today and let us handle the driving while you relax.