Chocolate Chip Pineapple Upside Down Cake Muffins
Caramelized pineapple and melted chocolate chips tuck into tender vanilla muffins baked upside down.
Dietary
Vegetarian, Nut free, Halal, Kosher
Allergens
Dairy, Eggs, Wheat, Soy
These muffins flip the classic skillet dessert into single-serving form, with a buttery brown sugar pineapple layer caramelizing on top of each one while chocolate chips melt into a soft vanilla crumb below. They work equally well for a weekend brunch spread or as a casual dessert that doesn't require slicing a cake.
Ingredients
- 4 tablespoons unsalted butter, melted and divided
- 1/2 cup light brown sugar, packed
- 6 canned pineapple rings, drained (juice reserved)
- 6 maraschino cherries, halved
- 1 1/2 cups all-purpose flour
- 1 1/2 teaspoons baking powder
- 1/4 teaspoon baking soda
- 1/4 teaspoon salt
- 1/2 cup granulated sugar
- 1 large egg
- 1/3 cup reserved pineapple juice
- 1/4 cup whole milk
- 1 teaspoon vanilla extract
- 3/4 cup semisweet chocolate chips
Method
-
Preheat the oven to 350°F. Spoon 1 teaspoon of melted butter into the bottom of each of 12 muffin cups, then sprinkle about 2 teaspoons of brown sugar evenly over the butter in each cup.
-
Cut the pineapple rings to fit the muffin cups, placing one piece in the bottom of each cup and tucking a cherry half, cut side up, into the center of each.
-
In a medium bowl, whisk together the flour, baking powder, baking soda, and salt.
-
In a separate bowl, whisk the remaining melted butter with the granulated sugar until combined, then whisk in the egg, reserved pineapple juice, milk, and vanilla extract until smooth.
-
Pour the wet ingredients into the dry ingredients and stir just until no streaks of flour remain, then fold in the chocolate chips.
-
Divide the batter evenly over the pineapple and cherries in the muffin cups, filling each about three-quarters full.
-
Bake until the tops spring back when lightly pressed and a toothpick inserted into the center comes out clean, 18 to 20 minutes.
-
Cool the muffins in the pan for 5 minutes, then run a knife around the edges and invert onto a plate or wire rack so the pineapple topping faces up.
-
Let the muffins cool for another 10 minutes before serving so the caramelized topping can set slightly.
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Chocolate Chip Pineapple Upside Down Cake Muffins
These muffins flip the classic skillet dessert into single-serving form, with a buttery brown sugar pineapple layer caramelizing on top of each one while chocolate chips melt into a soft vanilla crumb below. They work equally well for a weekend brunch spread or as a casual dessert that doesn't require slicing a cake.
45 min 12 muffins 245 cal
Ingredients
- 4 tablespoons unsalted butter, melted and divided
- 1/2 cup light brown sugar, packed
- 6 canned pineapple rings, drained (juice reserved)
- 6 maraschino cherries, halved
- 1 1/2 cups all-purpose flour
- 1 1/2 teaspoons baking powder
- 1/4 teaspoon baking soda
- 1/4 teaspoon salt
- 1/2 cup granulated sugar
- 1 large egg
- 1/3 cup reserved pineapple juice
- 1/4 cup whole milk
- 1 teaspoon vanilla extract
- 3/4 cup semisweet chocolate chips

Method
- 1
Preheat the oven to 350°F. Spoon 1 teaspoon of melted butter into the bottom of each of 12 muffin cups, then sprinkle about 2 teaspoons of brown sugar evenly over the butter in each cup.
- 2
Cut the pineapple rings to fit the muffin cups, placing one piece in the bottom of each cup and tucking a cherry half, cut side up, into the center of each.
- 3
In a medium bowl, whisk together the flour, baking powder, baking soda, and salt.
- 4
In a separate bowl, whisk the remaining melted butter with the granulated sugar until combined, then whisk in the egg, reserved pineapple juice, milk, and vanilla extract until smooth.
- 5
Pour the wet ingredients into the dry ingredients and stir just until no streaks of flour remain, then fold in the chocolate chips.
- 6
Divide the batter evenly over the pineapple and cherries in the muffin cups, filling each about three-quarters full.
- 7
Bake until the tops spring back when lightly pressed and a toothpick inserted into the center comes out clean, 18 to 20 minutes.
- 8
Cool the muffins in the pan for 5 minutes, then run a knife around the edges and invert onto a plate or wire rack so the pineapple topping faces up.
- 9
Let the muffins cool for another 10 minutes before serving so the caramelized topping can set slightly.
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