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Home » Recipes » Cookies

Cinnamon Chocolate Chip Cookies

February 23, 2023 by brooke 2 Comments

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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.

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

These cinnamon chocolate chip cookies are made combining two of my favorite desserts, chocolate chip cookies and cinnamon rolls. They're a classic chewy chocolate chip cookie with the buttery, cinnamon filling found inside a cinnamon roll.

If you love a fun twist like this on chocolate chip cookies you should also try my chocolate chip coconut cookies, chocolate chip marshmallow cookies, or my butterscotch chocolate chip cookies.

Jump to:
  • WHY YOU WILL LOVE THESE
  • INGREDIENT NOTES
  • STEP BY STEP INSTRUCTIONS
  • EXPERT BAKING TIPS
  • FAQ
  • STORING AND FREEZING
  • OTHER POPULAR COOKIE RECIPES TO TRY
  • Cinnamon Chocolate Chip Cookies

WHY YOU WILL LOVE THESE

COMBO OF FLAVORS- Combining the chocolate chip cookie with a sweet cinnamon roll filling is an explosion of such delicious flavors.

CRISPY & CHEWY- These cookies have the perfect crisp buttery edges with a gooey, chewy middle.

BASIC INGREDIENTS- These cookies call for the usual staple ingredients that you keep on hand.

INGREDIENT NOTES

  • Butter: Make sure the butter used for the cinnamon filling is soft enough to make it easy to cream together with the brown sugar and cinnamon.
  • Egg: It is always best to use a room temperature egg. If you need to hurry this along let the egg soak in a bowl of room temperature water for about 10 minutes.
  • Flour: If you have a scale make sure to weigh your flour, if not, scoop flour out with a spoon making sure not to compact it.
  • Chocolate Chips: I used semi-sweet chips for this, but it would be so good with milk or white chocolate chips as well.
all the ingredients to make cinnamon chocolate chip cookies.

STEP BY STEP INSTRUCTIONS

STEP ONE: 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 you prep the cookie dough.

the cinnamon filling in a bowl.
the cinnamon filling being rolled into a ball.
all the cinnamon filling balls on a small cookie sheet.

STEP TWO: 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.

STEP THREE: 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.

dough after adding dry ingredients.
cookie dough with chocolate chips added.

STEP FOUR: 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.

a hand showing how to place the cinnamon filling into a cookie dough ball.
the cookie dough being wrapped around the cinnamon filling.
the cookie dough ball when ready to bake.

STEP FIVE: 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.

STEP SIX: Bake for 12-14 minutes, or until the edges start to turn golden brown.

6 cookie dough balls before baking on a cookie sheet.
6 freshly baked cookies on a cookie sheet.

EXPERT BAKING TIPS

Make sure that the cinnamon filling is completely surrounded by cookie dough before baking or the filling will ooze out from inside.

If your cookies don’t come out a perfect circle, I like to take a little spatula and circle around the hot cookie to bring in any spots that have spread a little too far.

FAQ

Do I have to refrigerate my cookie dough before baking?

Yes, chilling your cookie dough before baking is necessary for these cookies or else they spread too thin and you run the risk of the filling seeping out.

Can I double this recipe?

Yes, no changes need to be made if you want to double this recipe.

Do I need to bake cookies on parchment paper?

Using parchment paper or a silpat will help these cookies from sticking to the pan and spreading too much. If you don't have either I would spray your cookie sheet with baking spray.

a cinnamon chocolate chip cookie broken and on a cookie sheet.

STORING AND FREEZING

Cinnamon chocolate chip cookies will remain fresh if stored in an airtight container at room temperature for 2-3 days. You can also prep the cookie dough in advance and store it in the fridge for about a week.

FREEZING

You can freeze your cookies in an airtight container for 2-3 months with them remaining fresh. Just allow them to thaw a bit before eating since the filling will be hard inside. You can also freeze the cookie dough balls if you would like to bake them one at a time, or as needed.

a close up of a cinnamon chocolate chip cookie from the top.

OTHER POPULAR COOKIE RECIPES TO TRY

Sprinkle Sugar Cookies

Small Batch Chocolate Chip Cookies

Red Velvet Oreo Cookies

For more yummy treats follow me on instagram @thesaltedsweets. And be sure to tag me and comment below if you make them and love them as much as I do. 

Make sure to leave a star review below!

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

Cinnamon Chocolate Chip Cookies

brooke
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 5 votes
Print Recipe Pin Recipe
Prep Time 15 mins
Cook Time 11 mins
chill time 2 hrs
Total Time 2 hrs 26 mins
Course Dessert, Snack
Cuisine American
Servings 12
Calories 301 kcal

Ingredients
 
 

Cinnamon Filling

  • ¼ cup butter softened
  • ½ cup brown sugar
  • 1 tablespoon cinnamon

Chocolate Chip Cookie

  • ½ cup butter room temp
  • ½ cup brown sugar
  • ½ cup granulated sugar
  • 1 large egg room temp
  • 2 teaspoon vanilla
  • ½ teaspoon baking powder
  • ½ teaspoon baking soda
  • ½ teaspoon salt
  • 1½ cups all-purpose flour
  • ¾ cup 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
Keyword chocolate chip cookies, cinnamon chocolate chip cookies, cinnamon filled chocolate chip cookies
Tried this recipe?Let us know how it was!

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Reader Interactions

Comments

  1. Mattie

    February 24, 2023 at 11:07 pm

    5 stars
    This recipe first try worked out perfectly. It definitely levels up the average chocolate chip cookie. Very easy to follow and I would give them a 10/10

    Reply
    • brooke

      February 25, 2023 at 6:51 am

      Thank you so much!! I am so happy you enjoyed them!

      Reply

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