Pineapple upside down cake with cake mix is a sweet, buttery dessert with a golden caramelized fruit topping that’s quick and foolproof to make. Using a simple boxed cake mix and canned pineapple, this classic cake is perfect for family gatherings, church suppers, or sharing with friends.
Preheat your oven to 350 degrees Fahrenheit. Place the stick of butter in a 9×13-inch baking dish. Put the dish in the microwave on the melt setting until the butter melts. Use a pasty brush to coat the sides of the dish.
1/2 cup butter
Add Sugar and Fruit
Sprinkle the brown sugar evenly over the melted butter.
1 cup brown sugar
Arrange the pineapple slices over the brown sugar.
20 ounces pineapple slices
Place a maraschino cherry in the center of each pineapple ring. Set aside.
12 maraschino cherries
Make the Cake Batter
Prepare the cake mix according to the package directions, but replace the water with the reserved pineapple juice for extra flavor. If you don't have enough pineapple juice finish the amount needed with water. Stir until well combined. *Note my cake brand required 3 eggs, water and 1/2 cup of oil.
15.25 ounces cake mix
Assemble and Bake
Gently pour the cake batter over the pineapple and cherries, spreading it out evenly. Bake for 45 minutes, or until a toothpick inserted in the center comes out clean.
Serve
Let the cake cool in the pan for 15 to 20 minutes. Then carefully put a large serving platter over the top of the cake and gently but quickly flip the cake over. Tap the cake pan to help release the cake before you lift the cake pan. If it’s still sticking, run a butter knife around the edge to loosen.