River Valley Auto Transport is the Midwest division of Enterprise Auto Transport - owner operated, federally licensed & bonded, and registered with the Minnesota Secretary of State (USDOT #2273104 / MC #774106). All logistics are managed via our central dispatch at (239) 273-4649 - this is our only phone number.

Car carrier on a river valley highway at sunset

Illinois to Southwest Florida

Chicago to Naples Car Shipping

Door-to-door auto transport from Chicago, Illinois to Naples, Fort Myers and all of Florida. Arranged from our home base in Rosemount, Minnesota.

The trip from Chicago to Naples

Distance

~1,350 mi

On the road

3 to 4 days

Pickup window

1 to 4 days

Route south: I-65 or I-57/I-24 south to I-75 through Tennessee and Georgia.

Pickup in Chicago: City pickups are often planned at a lot because of tight streets and parking rules.

We are a Minnesota company that ships Midwest cars south. You speak with a licensed broker on every call, we vet each carrier ourselves, and we only dispatch through Central Dispatch. Open and enclosed carriers are both available.

Where we deliver in Florida

Southwest Florida

  • Chicago to Naples
  • Chicago to Fort Myers
  • Chicago to Bonita Springs
  • Chicago to Estero
  • Chicago to Marco Island
  • Chicago to Cape Coral
  • Chicago to Punta Gorda
  • Chicago to Port Charlotte
  • Chicago to Sanibel
  • Chicago to Venice

Rest of Florida

  • Chicago to Sarasota
  • Chicago to Tampa
  • Chicago to St. Petersburg
  • Chicago to Orlando
  • Chicago to The Villages
  • Chicago to Vero Beach
  • Chicago to Palm Beach
  • Chicago to Boca Raton
  • Chicago to Fort Lauderdale
  • Chicago to Miami
  • Chicago to Jacksonville

Common questions

How long does it take to ship a car from Chicago, Illinois to Naples?
It is roughly 1,350 road miles. Once the car is loaded, plan on 3 to 4 days on the road. Pickup is normally within 1 to 4 days of booking, longer in the October to December rush south.
Do you also deliver to Fort Myers, Bonita Springs and the rest of Florida?
Yes. From Chicago we ship to every Southwest Florida community, including Fort Myers, Bonita Springs, Estero, Marco Island, Cape Coral, and to the rest of Florida from Sarasota and Tampa to Palm Beach and Miami.
Can you ship my car back to Chicago in the spring?
Yes. Most of our customers book both directions. The spring trip north from Naples to Chicago runs mostly March through May.
Where is River Valley Auto Transport based?
We are based in Rosemount, Minnesota, and registered with the Minnesota Secretary of State (USDOT #2273104 / MC #774106). All dispatch is handled through our central dispatch at (239) 273-4649.

Ship your car from Chicago to Florida

Open and enclosed semi-truck carriers, door-to-door delivery and a coordinator who answers the phone.