Recipes Desserts Fruit Desserts Pineapple Dessert Recipes Grandma's Skillet Pineapple Upside-Down Cake 4.5 (54) 48 Reviews 18 Photos This skillet pineapple upside-down cake is baked in a cast iron skillet and served warm. It is wonderful! Submitted by Jen S Updated on March 8, 2024 Tested by Allrecipes Test Kitchen Tested by Allrecipes Test Kitchen The Allrecipes Test Kitchen staff are a team of culinary pros who make and vet recipes using only equipment you'd find in a home kitchen. Staff credentials vary but include training at the Culinary Institute of America; kitchen stints in fine dining restaurants; and countless hours in the test kitchen itself. Meet the Allrecipes Test Kitchen Save Rate Print Share Close Add Photo 18 18 18 18 Prep Time: 15 mins Cook Time: 45 mins Additional Time: 10 mins Total Time: 1 hr 10 mins Servings: 12 Yield: 1 cake Jump to Nutrition Facts Cook Mode (Keep screen awake) Ingredients 1x 2x 4x Oops! Something went wrong. Our team is working on it. Original recipe (1X) yields 12 servings 1 stick butter 1 ½ cups packed brown sugar 1 (20 ounce) can sliced pineapple 1 (4 ounce) jar cherries 1 ½ cups all-purpose flour 2 ½ teaspoons baking powder ½ teaspoon salt 1 ½ cups white sugar ½ cup butter 2 large eggs 1 cup milk 2 teaspoons vanilla extract Directions Gather all ingredients. Preheat the oven to 375 degrees F (190 degrees C). Dotdash Meredith Food Studios Melt 1 stick butter in the bottom of a cast iron skillet over medium heat, about 3 minutes. Remove from heat and sprinkle brown sugar evenly over butter. Add pineapple slices to the skillet in a decorative layer with a cherry in the middle of each pineapple ring. Set aside. Dotdash Meredith Food Studios Sift flour, baking powder, and salt together in a bowl. Dotdash Meredith Food Studios Cream sugar and 1/2 cup butter together in a bowl. Add eggs and mix. Dotdash Meredith Food Studios Add flour mixture and milk in an alternating fashion. Add vanilla extract and mix well. Dotdash Meredith Food Studios Pour mixture evenly over pineapples in the skillet. Dotdash Meredith Food Studios Bake in the preheated oven until cake is golden brown, about 40 minutes. Let cake cool in the skillet for 10 minutes before inverting onto a serving plate. Serve warm. Dotdash Meredith Food Studios I Made It Print Nutrition Facts (per serving) 465 Calories 17g Fat 77g Carbs 4g Protein Show Full Nutrition Label Hide Full Nutrition Label Nutrition Facts Servings Per Recipe 12 Calories 465 % Daily Value * Total Fat 17g 21% Saturated Fat 10g 52% Cholesterol 73mg 24% Sodium 340mg 15% Total Carbohydrate 77g 28% Dietary Fiber 1g 3% Total Sugars 61g Protein 4g 7% Vitamin C 5mg 5% Calcium 116mg 9% Iron 1mg 8% Potassium 113mg 2% * Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs. ** Nutrient information is not available for all ingredients. Amount is based on available nutrient data. (-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.