Where to Travel from Chicago for Spring Break: Top Picks

20 Mar-2025

Spring break is prime time for a group road trip south, and Florida and the Gulf Coast deliver sun, beaches, and theme parks. A rented van keeps everyone together for the whole adventure. Here are the best spring-break destinations to reach from Chicago.

Theme parks and Tampa

Start with the thrills of Disney World and Universal Studios in Orlando, then head to Tampa for its vibrant attractions — something for every age.

Gulf Coast beaches

Trade the crowds for the culture and coast of Sarasota, the laid-back charm of Anna Maria Beach, and the emerald waters of Destin — some of the best beaches in the country.

Miami and the Panhandle

Soak up the sun and nightlife in Miami, and discover the historic charm of Pensacola and Alabama’s pretty coastline along the way.

An easy add-on: Myrtle Beach

Heading up the Atlantic side? Wrap up at Myrtle Beach, South Carolina for more sand, shows, and fun.

Why a van for spring break

One van keeps the whole group together with room for luggage and beach gear — cheaper and easier than flying a group, with up to three additional drivers free. And you can drive it anywhere across the USA.

Which van should you pick?

For comfort, the 15-passenger Mercedes-Benz Sprinter; for value, the 15-passenger Ford Transit. Browse the full fleet.