Travelling to Florida from Chicago with a group

Chicago to Florida is one of the great group road trips — sunshine, beaches, and theme parks at the end of an easy interstate drive. Whether it’s a winter escape or spring break, a rented van makes the whole trip simple and affordable.

Everyone together for the drive

Instead of splitting across cars or booking a stack of flights, one van keeps the whole group together for the drive south — and carries everyone’s luggage and beach gear with room to spare.

Share the cost

Split the rental and fuel across the group and a Florida trip gets surprisingly affordable. One van, one fuel bill, divided among everyone — far cheaper per person than flying a group.

Comfort for the long haul

It’s a long drive, so comfort matters. Our Mercedes-Benz Sprinters add reclining seats, entertainment, and a smooth, quiet ride, while the Ford Transit keeps the trip budget-friendly. two additional drivers are free (three drivers in total), so you can share the wheel.

Sun, beaches, and theme parks

Tampa, Miami, Orlando — Florida’s beaches and attractions are made for a group. And because we’re Illinois-based, you’re free to drive anywhere across the country (and into Canada) with just a regular license.

Which van should you pick?

For the comfortable long haul, the 15-passenger Mercedes-Benz Sprinter; for the budget-friendly option, the 15-passenger Ford Transit. See the full fleet.