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+ servings
2 cinnamon chocolate chip cookies cut in half to see the cinnamon filling.

Cinnamon Chocolate Chip Cookies

Brooke Homec
Cinnamon chocolate chip cookies are a chocolate chip cookie filled with a sweet cinnamon filling inside the cookie. It's the best combination of flavors when you bite in.
5 from 11 votes
Prep Time 15 minutes
Cook Time 11 minutes
chill time 2 hours
Total Time 2 hours 26 minutes
Course Dessert, Snack
Cuisine American
Servings 12
Calories 301 kcal

Ingredients
 

Cinnamon Filling

  • ¼ cup (56.75 g) butter softened
  • ½ cup (110 g) brown sugar
  • 1 tablespoon cinnamon

Chocolate Chip Cookie

  • ½ cup (113.5 g) butter room temp
  • ½ cup (110 g) brown sugar
  • ½ cup (100 g) granulated sugar
  • 1 large egg room temp
  • 2 teaspoon vanilla
  • ½ teaspoon (0.5 teaspoon) baking powder
  • ½ teaspoon (0.5 teaspoon) baking soda
  • ½ teaspoon (0.5 teaspoon) salt
  • cups (210 g) all-purpose flour
  • ¾ cup (135 g) chocolate chips
  • flaked salt to top

Instructions
 

  • Start by making the cinnamon filling. In a medium size bowl cream together ¼ cup of softened butter, brown sugar and cinnamon. Scoop into about 2 teaspoon size balls, place on some wax or parchment paper and freeze about 15 minutes while making the cookie dough.
  • Make the cookie dough by placing the butter and sugars in a stand mixer fitted with a paddle attachment. Beat on medium-high speed until light and fluffy, 3-4 minutes.
  • Add egg and vanilla, mix until smooth on low speed.
  • Slowly mix in dry ingredients, baking powder, baking soda, salt and flour, being careful not to over mix. I usually stop when I still have some flour remnants around the bowl. Fold chocolate chips into the dough.
  • Scoop the cookie dough into 3 tablespoon sized balls, make it somewhat flat and place the frozen cinnamon ball inside the dough and smooth the cookie dough around it til its completely covered. Once all cookie balls have been filled, chill for at least 2 hours.
  • Preheat the oven to 350 F. Line 2 baking sheets with parchment paper. Place 6-8 chilled cookie balls on a baking sheet and top with some flaked salt if desired.
  • Bake for 12-14 minutes, or until the edges start to turn golden brown.

Notes

I have given both cups and grams as measurements. Grams will be more precise, especially when measuring flour. If you don’t have a kitchen scale, no problem! Just lightly spoon flour into your measuring cup to insure its not packed in there. Light and fluffy is the key.
 

Nutrition

Calories: 301kcalCarbohydrates: 43gProtein: 2gFat: 14gSaturated Fat: 9gPolyunsaturated Fat: 1gMonounsaturated Fat: 3gTrans Fat: 0.4gCholesterol: 42mgSodium: 243mgPotassium: 80mgFiber: 1gSugar: 30gVitamin A: 350IUVitamin C: 0.02mgCalcium: 44mgIron: 1mg
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