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.
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.
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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.
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.
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.
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.
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.
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
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.
Yes, no changes need to be made if you want to double this recipe.
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.
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.
OTHER POPULAR COOKIE RECIPES TO TRY
Small Batch Chocolate Chip Cookies
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Cinnamon Chocolate Chip Cookies
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
- 1½ 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.
Mattie
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
brooke
Thank you so much!! I am so happy you enjoyed them!
Bailey
The best twist on a chocolate chip cookie! I made these and everyone was asking for the recipe!! So good!
Bailey
This is a cookie i didn’t know i needed in my life!! Not normally a big cinnamon person but these are amazing
AB
I can’t believe how good this turned out! That cinnamon with chocolate chips is such a good flavor combo! I was anxious with stuffing a cookie but the step by step instruction made the bake a success!