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Brownie roll-out cookies, a touch of cinnamon, and creamy Dulce de Leche are a perfect match in these festive chocolate Dulce de Leche sandwich cookies! I love these roll-out cookies for their rich cocoa flavor (which is only enhanced with the addition of warming cinnamon), and the rounds hold their shape beautifully in the oven, making them a cookie you can count on.

Chocolate Dulce de Leche Sandwich Cookies
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Sprinkled with sugar for a sparkling touch and sandwiched with creamy, dreamy Dulce de Leche, each bite is simply irresistible!

Chocolate Dulce de Leche Sandwich Cookies

Fill and Assemble Sandwich Cookies

Turn over whole cookies and pipe about 1 tablespoon Dulce de Leche in the center of each cookie, spreading slightly with an offset spatula. Top with remaining cutout cookies, pressing gently to adhere. Store cookies in an airtight container in the refrigerator.

Chocolate Dulce de Leche Sandwich Cookies
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Chocolate Dulce de Leche Sandwich Cookies

Chocolate Dulce de Leche Sandwich Cookies

5 Stars 4 Stars 3 Stars 2 Stars 1 Star 5 from 1 review
  • Author: Laura Kasavan
  • Prep Time: 1 hour 25 minutes
  • Cook Time: 1 hour 25 minutes
  • Total Time: 2 hours 50 minutes
  • Yield: 22 sandwich cookies
  • Category: Dessert
  • Method: Bake
  • Cuisine: American
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Description

Chocolate Dulce de Leche sandwich cookies are irresistible holiday treat! Spiced with cinnamon, these make a festive addition to your cookie tray.


Ingredients

Dulce de Leche

  • 1 (14 ounce) can sweetened condensed milk
  • Pinch of sea salt
  • 1/2 tsp vanilla extract

Cookies

  • 3 cups flour
  • 2/3 cup unsweetened cocoa
  • 1 tsp cinnamon
  • 1/2 tsp salt
  • 1/2 tsp baking powder
  • 1 cup unsalted butter, at room temperature
  • 1 1/4 cups sugar
  • 2 large eggs
  • 2 tsp vanilla extract
  • 1 Tbsp sugar, for sprinkling

Instructions

  1. Dulce de Leche: Preheat oven to 425°F and bring 3-4 cups water to boil in a tea kettle. Pour sweetened condensed milk into a 9-inch pie dish; stir in sea salt and cover tightly with aluminum foil. Place pie dish within a large oven-safe pan and add hot water until it reaches halfway up side of the pie dish.
  2. Bake for 1 hour and 15 minutes, until brown and caramelized. Check after 45 minutes and add more hot water to the larger pan if necessary. Let cool for 15 minutes; whisk in vanilla until smooth. Store in an airtight container in the refrigerator until ready to use.
  3. Cookies: Whisk together flour, cocoa, cinnamon, salt, and baking powder in a medium bowl. Beat butter in a large mixer bowl at medium speed until creamy; add sugar. Beat in eggs one at a time; add vanilla. Reduce speed to low; gradually add flour mixture and beat just until incorporated. Divide dough in half and wrap each portion with plastic wrap and chill in the refrigerator until firm, at least one hour.
  4. Preheat oven to 350°F and line two baking sheets with silicone mats or parchment paper. Working with one section of dough at a time, roll dough out to 1/4-inch thickness on a lightly floured board. Use a 2 1/2-inch round fluted cookie cutter to cut out rounds. Repeat with remaining dough, re-rolling scraps as needed, until you have 44 rounds (brush off any excess flour, though it disappears once baked). Use a 1-inch star cutter (or round cutter) to remove centers from 22 rounds.
  5. Place rounds on baking sheets and sprinkle with sugar. Bake for 9 to 11 minutes, until cookies are slightly puffed and edges are firm. Cool for 2 minutes on baking sheets, then transfer to a wire rack to cool completely.
  6. Turn over whole cookies and pipe about 1 tablespoon Dulce de Leche in the center of each cookie; spread slightly with an offset spatula. Top with remaining cutout cookies, pressing gently to adhere. Store cookies in an airtight container in the refrigerator.

Notes

Dulce de Leche from David Lebovitz

Chocolate Dulce de Leche Sandwich Cookies

More holiday cookies to try:

Red Velvet Crinkle Cookies
Peppermint Brownie Sandwich Cookies
Raspberry Pecan Linzer Cookies
Chocolate Hazelnut Linzer Cookies

Meet Laura

Hi, I'm Laura and I'm so happy you're here! Welcome to Tutti Dolci Baking Recipes, a baking blog celebrating all things sweet! I share approachable baking recipes and elevated classic desserts for every home baker. My goal is to inspire you to bake from scratch with kitchen-tested recipes you can count on.

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4 Comments

  1. Excellent cookies! While I did not make the dulce de leche filling, I thought the cookies themselves were great and I loved the cinnamon in the dough. Thanks for the recipe!






    1. Thanks Reka! I store these in the fridge so that the Dulce de Leche firms up. You can store these for up to 5 days in an airtight container in the refrigerator.