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Close up of chocolate cookie cinnamon rolls.
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5 from 2 votes

Chocolate Cookie Cinnamon Rolls

These chocolate cookie cinnamon rolls are a fluffy dough filled with a chocolate cinnamon mixture. They have Tate's Bake Shop chocolate chip cookies crumbled in the filling. They are topped with a chocolate glaze.
Prep Time30 minutes
Cook Time25 minutes
Resting Time1 hour 35 minutes
Total Time2 hours 30 minutes
Servings: 12 rolls
Calories: 386kcal

Ingredients

Dough

  • 1 cup Warm water warmed to 100-110F
  • 2 ¼ teaspoon Fast rise yeast whole packet
  • 2 Large eggs room temperature
  • 4 cups All-purpose flour
  • 1 teaspoon Salt
  • 2 ½ tablespoon White granulated sugar
  • 10 tablespoon Unsalted butter room temperature

Chocolate Filling

Chocolate Glaze

Instructions

Dough

  • Pour warm water into a bowl. Pour in the yeast. Let it sit for 10 minutes. In a small bowl, beat the eggs slightly. Set aside.
    2 ¼ teaspoon Fast rise yeast, 2 Large eggs
  • In a large mixing bowl, mix the flour, sugar and salt. Next, cut the butter into chunks and add to the bowl. Then, use a pastry cutter or your hands to mix the butter into the flour. Mix until the butter is pea sized.
    4 cups All-purpose flour, 1 teaspoon Salt, 2 ½ tablespoon White granulated sugar, 10 tablespoon Unsalted butter
  • Pour in the water/yeast and the eggs. Place on the stand mixer with a dough hook. Mix on low until a dough forms. Next, switch to medium and knead for 5 minutes. Instructions to knead by hand in the notes. The dough will be soft and slightly tacky.
  • Preheat the oven to 200°F. Spray a large mixing bowl with non-stick spray. Place dough ball into the bowl. Next, cover with a kitchen towel. Place in the oven. Turn off the oven and crack open the door. Let it rise for 1 hour.
  • Then, place dough on a lightly floured surface. Use your hands to press the dough into a rectangle. Use a rolling pin and roll the dough into ¼ inch thickness.

Filling

  • Mix melted butter, brown sugar, cocoa powder, and cinnamon. Spread paste over the dough. Next, top with crumbled chocolate chip cookies. Roll the dough tightly. Start with the short side.
    ½ cup Unsalted butter, ¾ cup Brown sugar, 2 tablespoon Unsweetened cocoa powder, 1 tablespoon Ground cinnamon, 1 cup Tate's Bake Shop chocolate chip cookies
  • Cut the uneven ends off. Then, cut the dough into 12 rolls. Use a measuring tape for equal rolls.
  • Spray a 9X13 baking pan with baking non-stick spray. Line the bottoms and 2 side of the pan with parchment paper. Spray again.
  • Next, form each roll into a circle. Place into the pan in rows of 3. Cover and let rise for 35 minutes.
  • Preheat oven to 350°F. Bake rolls for 25-28 minutes. The tops should be lightly golden brown. Next, let cool for 10 minutes before adding the glaze.

Chocolate Glaze

  • Mix the sifted powdered sugar and cocoa power. Add in the heavy cream. Mix until a pourable glaze forms. Spoon glaze over cinnamon rolls. Decorate with crumbled cookies.
    1 cup Powdered sugar, ¼ cup Unsweetened cocoa powder, ¾ cup Heavy cream, Tate's Bake Shop chocolate chip cookies

Notes

Knead by hand:
Follow the instructions until you add the wet ingredients into the dry. Use a rubber spatula to fold the dough until a shaggy dough forms.
Place dough on floured surface. Knead by hand for 10 minutes. Then, place the dough in a large mixing bowl sprayed with a non-stick spray. Rise for 1 hour. Next, follow instructions to roll and fill the dough.

Nutrition

Calories: 386kcal | Carbohydrates: 60g | Protein: 5g | Fat: 19g | Saturated Fat: 12g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 5g | Trans Fat: 1g | Cholesterol: 51mg | Sodium: 203mg | Potassium: 114mg | Fiber: 2g | Sugar: 16g | Vitamin A: 585IU | Vitamin C: 1mg | Calcium: 35mg | Iron: 2mg