How to Make Soft and Chewy Cinnamon Roll Sugar Cookies

By: Ava

June 11, 2025

Hey there, fellow bakers! Today, I’m super excited to share with you a recipe that combines two of my favorite treats: cinnamon rolls and sugar cookies. Say hello to Soft and Chewy Cinnamon Roll Sugar Cookies! These babies are packed with the warm, comforting flavor of cinnamon rolls but in the form of a soft, chewy cookie. Perfect for a cozy afternoon treat or as a special dessert for your next family gathering.

Close-up of soft and chewy cinnamon roll sugar cookies.

Why You’ll Love This Recipe

  • Soft and chewy texture with a delicious cinnamon swirl
  • Easy to make with simple ingredients
  • Perfect for both novice and experienced bakers
  • Great for a quick family dinner dessert or a special treat

Ingredients

Here’s what you’ll need to make these Soft and Chewy Cinnamon Roll Sugar Cookies:

  • 4 tablespoons unsalted butter, softened
  • ⅓ cup packed brown sugar
  • 1½ tablespoons all-purpose flour
  • 2½ teaspoons ground cinnamon
  • Pinch of salt
  • 1 cup unsalted butter, softened but cool
  • 1⅓ cups granulated sugar
  • 1¾ teaspoons pure vanilla extract
  • 1 large egg
  • 1 large egg yolk
  • 2¾ cups all-purpose flour
  • ¾ teaspoon baking powder
  • 1 teaspoon cornstarch
  • ¼ teaspoon salt

Full ingredient list with measurements is provided in the printable recipe card below.

How to Make the Recipe

Let’s dive into the step-by-step process of making these Soft and Chewy Cinnamon Roll Sugar Cookies:

Preheat the Oven

Set the oven temperature to 350°F. Prepare two baking sheets by lining them with parchment paper.

Make the Cinnamon Sugar Filling

Combine all filling ingredients until well mixed. Place the mixture in the freezer for about 10 minutes while you prepare the cookie dough.

Prepare the Cookie Dough

With a hand mixer or stand mixer fitted with the paddle attachment, beat the butter and sugar until the mixture is light and creamy. Add the vanilla, egg, and egg yolk, mixing until combined. Scrape down the bowl as necessary.

In another bowl, whisk together the flour, baking powder, cornstarch, and salt. Gradually add this dry mixture to the wet ingredients and beat until combined.

Layer the Dough

Take half of the dough out of the bowl. Spread the remaining dough evenly across the bottom.

Retrieve the cinnamon mixture from the freezer. Using two spoons, drop small spoonfuls over the dough, using half of the mixture.

Cover with the reserved dough, pressing it down into an even layer. Sprinkle the rest of the cinnamon mixture on top.

Mix the Dough

Gently fold the dough to create swirls of cinnamon without overmixing. Aim to keep some chunks and swirls visible.

Shape the Cookies

Scoop out two-tablespoon portions of dough. Make sure each scoop includes both dough and cinnamon.

Place the dough balls on a plate and freeze them for 10 minutes to firm up the butter.

Bake the Cookies

Arrange the dough balls several inches apart on the prepared baking sheets. For thicker cookies, keep the mounds high; for thinner cookies, flatten them slightly.

Bake for 10-12 minutes until the edges are golden and the centers remain slightly soft. Allow the cookies to cool on the baking sheets set on wire racks.

Pro Tips for Making the Recipe

  • Chill the dough for 10 minutes before baking to ensure the cookies retain their shape and bake up with a nice texture.
  • Use high-quality cinnamon for the best flavor.
  • Don’t overmix the dough to keep the cookies soft and chewy.
  • For an extra crispy exterior and chewy interior, bake for 10 minutes.

If you’re looking for more delicious dessert ideas, check out my Best Fudgy Chewy Brookies Recipe or my Cinnamon Roll Cake Best Breakfast Recipe for more tasty treats!

How to Serve

These Soft and Chewy Cinnamon Roll Sugar Cookies are perfect on their own or paired with a glass of cold milk. You can also serve them warmed up with a scoop of vanilla ice cream for an extra-special dessert.

Make Ahead and Storage

These cookies can be made ahead and stored in an airtight container at room temperature for up to 5 days. For longer storage, freeze the cookies for up to 2 months. Simply thaw at room temperature when you’re ready to enjoy them.

There you have it, folks! A delicious and easy recipe for Soft and Chewy Cinnamon Roll Sugar Cookies that’s sure to become a family favorite. Happy baking!

Close-up of soft and chewy cinnamon roll sugar cookies.

Soft and Chewy Cinnamon Roll Sugar Cookies

Soft and chewy cookies infused with the warm flavors of cinnamon, reminiscent of cinnamon rolls. Perfect for a sweet treat with a cup of coffee or tea.
Prep Time 30 minutes
Cook Time 12 minutes
Total Time 42 minutes
Servings: 24 cookies
Course: Dessert
Cuisine: American
Calories: 120

Ingredients
  

  • 4 tablespoons tablespoons unsalted butter, softened
  • 1/3 cup cup brown sugar packed
  • 1 1/2 tablespoons tablespoons all-purpose flour
  • 2 1/2 teaspoons teaspoons ground cinnamon
  • 1 cup cup unsalted butter, softened but cool
  • 1 1/3 cups cups granulated sugar
  • 1 3/4 teaspoons teaspoons pure vanilla extract
  • 1 large large egg
  • 1 large large egg yolk
  • 2 3/4 cups cups all-purpose flour
  • 3/4 teaspoon teaspoons baking powder
  • 1 teaspoon teaspoons cornstarch
  • 1/4 teaspoon teaspoons salt

Method
 

  1. Preheat the oven to 350°F and line two baking sheets with parchment paper.
  2. Combine the cinnamon sugar filling ingredients and freeze for 10 minutes.
  3. Beat the butter and sugar until light and creamy. Add vanilla, egg, and egg yolk, mixing until combined.
  4. Whisk together the flour, baking powder, cornstarch, and salt. Gradually add to the wet ingredients and mix until combined.
  5. Layer the dough with the cinnamon mixture, then gently fold to create swirls.
  6. Scoop dough balls, freeze for 10 minutes, then bake for 10-12 minutes until golden.

Notes

Freezing the dough balls before baking helps retain their shape and results in a better texture.
A portrait of Ava, the individual behind bestrecipes101.com, a fair-skinned woman with reddish-brown hair, bangs, and striking blue eyes, offering a warm smile.

Ava - Home cook, flavor lover, and the heart behind BestRecipes101!

I started this blog to share how easy and fun cooking can be — no matter your skill level. At BestRecipes101, you’ll find simple, tasty recipes, helpful tips, and all the inspiration you need to cook meals you’re proud of. Whether you’re a beginner or love trying new dishes, there’s something here for you.

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