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–+ servings
Ultra close-up macro texture of thick chewy cinnamon roll cookies with caramelized brown sugar cinnamon swirl and glossy cream cheese glaze

Chewy Cinnamon Roll Cookies with Cream Cheese Glaze

Thick, ultra-chewy bakery-style sugar cookies ribboned with a gooey caramelized cinnamon-brown sugar swirl and drizzled with a rich vanilla cream cheese glaze. All the comforting magic of a fresh cinnamon roll in cookie form!
Prep Time 15 minutes
Cook Time 12 minutes
Total Time 27 minutes
Servings: 12 cookies
Calories: 245

Ingredients
  

Chewy Cookie Dough Base
  • 2.25 cups all-purpose flour spooned and leveled
  • 1.5 tsp baking powder and soda
  • 0.5 tsp fine sea salt
  • 0.75 cup unsalted butter softened
  • 0.75 cup granulated sugar
  • 0.25 cup light brown sugar for chewiness
  • 1 large egg room temperature
  • 2 tsp pure vanilla extract
Gooey Cinnamon Swirl Filling
  • 0.33 cup dark brown sugar
  • 1.5 tbsp ground cinnamon
  • 3 tbsp unsalted butter melted
  • 1 tbsp all-purpose flour thickener
Cream Cheese Icing Glaze
  • 3 oz cream cheese softened
  • 2 tbsp unsalted butter softened
  • 0.75 cup powdered sugar sifted
  • 2 tbsp vanilla and milk

Method
 

Prep Dough & Cinnamon Filling
  1. Whisk dry ingredients: In a medium bowl, whisk together all-purpose flour, baking powder, baking soda, and salt; set aside.
  2. Cream butter & sugars: In a large bowl or stand mixer fitted with the paddle attachment, beat softened butter, granulated sugar, and brown sugar on medium speed for 2 minutes until light and fluffy. Beat in egg and vanilla extract until completely combined.
  3. Combine into dough: Reduce speed to low and add the dry ingredients in two batches, mixing just until a soft, uniform dough forms. Do not overmix.
  4. Mix cinnamon filling: In a small bowl, stir together dark brown sugar, cinnamon, melted butter, and 1 tablespoon flour until a thick, spreadable cinnamon paste forms.
Assemble & Bake to Perfection
  1. Shape & indent: Scoop 3-tablespoon mounds of dough (about 60g each) and roll into smooth balls. Place on two parchment-lined baking sheets 3 inches apart. Use the back of a spoon or your thumb to press a wide, shallow indentation in the center of each dough ball.
  2. Swirl cinnamon filling: Spoon 1 generous teaspoon of the cinnamon filling into each center. Use a toothpick or small offset spatula to gently swirl the cinnamon filling outward into the dough in a spiral pattern.
  3. Bake to chewy perfection: Bake in a preheated 350°F (175°C) oven for 10 to 12 minutes, until the edges are lightly golden and set, while the centers remain soft and slightly puffy. Remove from oven and let cookies cool on the baking sheet for 10 minutes before transferring to a wire rack.
Glaze & Serve
  1. Whisk cream cheese glaze: In a small bowl, beat softened cream cheese and butter until smooth. Add sifted powdered sugar, vanilla extract, and warm milk. Whisk vigorously until a silky, pourable glaze forms.
  2. Drizzle & set: Drizzle the warm cookies generously with cream cheese glaze. Allow the glaze to set for 10 minutes, or serve immediately warm and gooey!

Nutrition

Calories: 245kcalCarbohydrates: 34gProtein: 3gFat: 11gSaturated Fat: 6.8gCholesterol: 38mgSodium: 140mgPotassium: 48mgFiber: 1gSugar: 21gVitamin A: 320IUCalcium: 28mgIron: 1.1mg

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