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4.7 from 36 votes

Milano Cookies

Copycat Milano Cookies look and taste just like the real thing - but bigger and better! The cookies are sweet and slightly crumbly, filled with a smooth chocolate filling. Surprisingly simple to make and ready in just 40 minutes.

Prep Time
25 mins
Cook Time
25 mins
Additional Time
30 mins
Total Time
40 mins
Servings: 12 sandwich
Course: Dessert
Cuisine: American

Ingredients

  • 1 stick (113 grams) unsalted butter, at cool room temperature
  • 2/3 cup (133 grams) granulated sugar
  • 1 teaspoon vanilla
  • 1 large egg, at cool room temperature
  • 1 1/4 cups (159 grams) all-purpose flour
  • 1/2 teaspoon fine salt
  • 4 ounces (113 grams) semisweet chocolate chips
Mint Layer (optional)*
  • 3/4 cup (94 grams) powdered sugar
  • 1/4 teaspoon pure peppermint extract
  • 3-4 teaspoons water

Instructions

    Cup of Yum
  1. In the bowl of an electric mixture, use the paddle attachment to beat the butter and granulated sugar on medium-high speed until light and fluffy, about 3 minutes. Scrape down the bowl. Add the vanilla and egg and beat to combine. With the mixer on low, gradually add the flour and salt and beat until just combined.
  2. Transfer dough to a quart-size zip-top bag. With scissors, snip a 3/4-inch hole in one corner (or use a pastry bag with a plain tip). Pipe about 24 logs about 3 inches long, spacing 1/2 inch apart, onto two parchment-lined baking sheets. For best results, chill until firm, about 30 minutes.
  3. Preheat the oven to 325°F. Bake until cookies are light golden at the edges, about 15 minutes, rotating sheets halfway through. Transfer to wire racks and let cool.
  4. Melt the chocolate chips in a small heat-proof bowl in the microwave for about 1 1/2 minutes, stirring every 15 seconds, until smooth.
  5. If desired, in a separate bowl, whisk together powdered sugar, peppermint extract, and 3 to 4 teaspoons of water.
  6. With a small offset spatula, spread the melted chocolate on the flat side of half the cookies and mint glaze on the other half (if using). Sandwich cookie halves together.
  7. Cookies can be stored in an airtight container up to 5 days.

Notes

  • *I've included the ingredients and steps to make Mint Chocolate Milanos. Feel free to experiment with other extracts, such as orange or raspberry, to make other flavor variations - just keep in mind that extracts may vary in strength, so start with less and add a little more to taste as needed.
  • Skip the glaze if you'd prefer plain chocolate filling.