Pickup around Chicagoland, delivery in Florida
The suburbs are direct to the door: Naperville, Schaumburg, Arlington Heights, Oak Brook, Orland Park, Joliet, Aurora, Elgin and the North Shore towns, anywhere a 75-foot truck can get in and out without reversing. In the city, the driver names a meeting point. Common ones are the big-box lots along the Kennedy and the Edens, off the Stevenson near Midway, and on Cicero Avenue. O'Hare and Midway are easy handovers for anyone flying the same day, using the hotel lots along Mannheim Road or Cicero.
Downstate, Rockford is collected off I-90, Peoria, Bloomington-Normal and Springfield off I-55 and I-74, and Champaign off I-57. Assignment can take a few extra days and a meeting point at an interstate exit shortens it.
In Florida, the Gulf Coast communities Illinoisans favor, Naples, Bonita Springs, Estero, Fort Myers, Sarasota and Venice, are largely gated and restrict commercial trucks. The driver meets you at the visitor gate or a plaza nearby and you drive the last half mile. The Villages and the larger Orlando developments are the same. None of it changes the price.
A key and a photo ID at pickup are all that is needed. No title, and no lender approval to ship a financed car domestically. If the car is coming from a dealer in Schaumburg or an auction lot in the western suburbs, tell your specialist so the pickup is timed to the seller.