Five Unexpected Places to Stop on a Drive from Chicago, Illinois to Orlando, Florida

If you're looking for an adventure and want to see some unexpected sights, jump in the car and hit the road from Chicago to Orlando. This route will take you approximately 18 hours and 30 minutes, so be sure to pack snacks and drinks. Throughout this journey, you'll be mesmerized by the sights and sounds of the open road, and you'll want to make several pit stops along the way to take in some of the unique attractions.

The halfway point between Chicago and Orlando is Lookout Mountain, Georgia. This beautiful town, perched on the top of a mountain, offers breathtaking views of the surrounding valley. Lookout Mountain is a perfect place to rest, stretch your legs, and enjoy some of the unique attractions that make it a must-see destination.

1. World's Largest Can of Fruit Cocktail - Madison, Illinois

The World's Largest Can of Fruit Cocktail in Madison, Illinois, is a sight to behold. This 15-foot tall can is located outside Collinsville-based Collinsville Ice & Fuel Co., and it's a perfect stop at the start of this road trip. Visitors can take photographs with this iconic monument and grab a bite to eat at nearby The Wayward Puma for some delicious comfort food.

Favorite food: Try the Sloppy Puma, which is a delicious blend of pulled pork, bacon, onion rings, pickles, and BBQ sauce, all piled on a toasted bun.

2. Craters of the Moon National Monument and Preserve - Idaho

Craters of The Moon National Monument and Preserve is a fascinating geological site in Idaho. Here, visitors can explore miles of lava fields, canyons, and caves. The massive park stretches over 600 square miles and includes several hiking, mountain biking, and camping opportunities. Those who want to experience something unique and unforgettable should plan to visit at night and watch the breathtaking night sky.

Favorite food: Take a break from exploring Craters of the Moon and stop by the Elevation 486 for some Idaho Potato Nachos, which are topped with beef, cheese, onions, tomatoes, and fresh jalapenos.

3. South of the Border - South Carolina

South of the Border is a kitschy gas station and rest stop located just south of the North Carolina-South Carolina border. This tourist trap location offers plenty of shops, restaurants, and attractions, including a giant metal sombrero towering over 200 feet from the ground. Along with multiple dining options, you can find a reptile exhibit, carnival rides, and various gift shops selling souvenirs.

Favorite food: Enjoy some fresh tortilla chips with an order of queso as you shop in one of South of the Border's many eclectic shops.

4. Weeki Wachee Springs - Florida

Weeki Wachee Springs in Florida is home to the famous Weeki Wachee Mermaids since 1947. Attend one of several daily performances where mermaids swim and perform captivating underwater tricks almost like a real-life Little Mermaid. Besides the mermaid shows, visitors can explore the beautiful spring-fed water park, including a lazy river, slides, and other water attractions.

Favorite food: After a day of swimming and watching mermaids, refuel with some creamy ice cream sundae from A's Famous Homemade Ice Cream in Weeki Wachee.

5. The Cadillac Ranch - Texas

The Cadillac Ranch in Amarillo, Texas, is an iconic roadside attraction that has been fascinating travelers since 1974. The site features ten brightly-painted, hood-down, partially buried Cadillac cars, dating back from 1949 to 1963. Visitors are encouraged to spray-paint the cars with colorful graffiti and capture photos with these iconic vehicles.

Favorite food: After visiting the Cadillac Ranch, swing by the Golden Light Cafe & Cantina for some authentic Texas BBQ pork spare ribs and a glass of beer.

Taking a road trip from Chicago to Orlando is a journey like no other. Along the way, visitors will encounter a wide range of unique and unforgettable attractions. Whether you're in the mood for kitschy roadside attractions, breathtaking nature, mermaids, or iconic art installations, this road trip has something for everyone. So, pack your bags, load up the car, and hit the open road to explore these five unexpected places on the route from Chicago, Illinois to Orlando, Florida.