Recipes Desserts Fruit Desserts Pineapple Dessert Recipes Chef John's Pineapple Upside-Down Cake 4.1 (135) 111 Reviews 42 Photos This iconic American dessert looks like a simple, rustic fruit cobbler when it comes out of the oven, all browned and bubbling, but a few minutes later, when it's turned over and that gloriously caramelized surface is revealed, it becomes so much more. By John Mitzewich John Mitzewich John Mitzewich — aka Chef John — has produced more than 1,500 cooking videos for Allrecipes. He's the actor, director, and screenwriter whose hands and voice confidently walk you through techniques. Allrecipes' editorial guidelines Updated on July 22, 2023 Save Rate Print Share Add Photo 42 42 42 42 Prep Time: 15 mins Cook Time: 45 mins Additional Time: 20 mins Total Time: 1 hr 20 mins Servings: 12 Yield: 1 (12-inch) 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 ¼ cup butter ¾ cup light brown sugar 1 tablespoon pineapple juice 1 tablespoon dark rum (Optional) ½ small fresh pineapple - peeled, cored, and sliced ½ cup butter 1 ½ cups all-purpose flour ⅛ teaspoon ground cardamom ½ teaspoon salt 2 teaspoons baking powder ½ cup white sugar 1 large egg ½ cup cold milk Directions Preheat the oven to 400 degrees F (200 degrees C). Melt 1/4 cup butter in a 12-inch cast iron skillet over medium-low heat. Stir in brown sugar, pineapple juice, and dark rum. Cook over medium-low heat until sugar is dissolved and mixture is bubbling, about 5 minutes. Remove from heat and spread pineapple slices in a layer over the brown sugar mixture, completely covering the mixture. Set skillet aside. Melt 1/2 cup butter in small skillet over low heat until the butter begins to brown and release a nutty fragrance, about 5 minutes. Watch carefully, butter burns easily. Remove from heat and let cool for 10 minutes. Whisk together flour, cardamom, salt, baking powder, and white sugar in a large bowl. Whisk in egg and cold milk until just combined. Pour in melted butter and stir to mix thoroughly. Pour batter over the pineapple slices in the skillet; spread evenly to cover. Bake in preheated oven until the cake begins to bubble around the edges, the top is browned, and a toothpick inserted into the center comes out clean, about 30 to 35 minutes. Let cool in the skillet for 10 minutes. Loosen the cake from the skillet by running a knife around the inside edge of the cake. Invert a large plate over the top of the skillet and flip over, releasing the cake to show the pineapple slices on top. I Made It Print 212 home cooks made it! Nutrition Facts (per serving) 263 Calories 12g Fat 36g Carbs 3g Protein Show Full Nutrition Label Hide Full Nutrition Label Nutrition Facts Servings Per Recipe 12 Calories 263 % Daily Value * Total Fat 12g 16% Saturated Fat 8g 38% Cholesterol 47mg 16% Sodium 274mg 12% Total Carbohydrate 36g 13% Dietary Fiber 1g 2% Total Sugars 23g Protein 3g 5% Vitamin C 5mg 5% Calcium 78mg 6% Iron 1mg 6% Potassium 72mg 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.