Live to Eat & Eat to Live

Gluten Free Milano Cookies

This recipe for Gluten Free Milano cookies is a great example of what I like to call “happy accidents”.  A women named Sarah who worked for me as a pastry chef, brought this recipe to Sweet along with the story of how it came to be. Sarah was originally making a different type of cookie for a party, but the texture came out wrong. She realized that the texture was exactly like Milano cookies so she filled them and a new recipe was born.

Being a huge fan of Milano cookies since I was a child, I for one am thrilled that this “mistake” happened and I think you will be too.

At Sweet, we used to make giant oversized 4″ cookies and they always sold out. I am happy to say that when I converted the recipe to gluten free it came out just as good, if not better than the original. One of the great things about making your own Milano cookies is that you can make them any size you like. Sometimes I make giant 4″ cookies and sometimes I make tiny ones…

As with all of my gluten free recipes, I have formulated this recipe to work with Bob’s Red Mill 1:1, Better Batter, King Arthur Measure for Measure, Cup4Cup, Doves Farm, and my copycat version of Bob’s 1:1.


Gluten Free Milano Cookies

Course: Dessert
Cuisine: American
Keyword: Cookies, Gluten Free, Milano Cookies
Prep Time: 10 minutes
Cook Time: 20 minutes
Resting Time: 30 minutes
Total Time: 1 hour
Servings: 48 2 inch sandwiches
Calories: 100 kcal
Author: Alina Eisenhauer

As with all of my gluten free recipes, I have formulated this recipe to work with Bob's Red Mill 1:1, King Arthur Measure for Measure, Cup4Cup, Better Batter and my copycat version of Bob's 1:1.

The classic Milano flavors are plain, mint and orange but you can have fun with these and use any flavorings you like.



Chocolate Ganache Filling

  • 226 g semi sweet chocolate can use milk or dark
  • 56 g heavy cream
  • 1 ea zest of orange or mint extract to taste optional - see notes


  1. Preheat the oven to 325°F. Line 4 baking sheets with parchment or Silpats.

  2. In a medium bowl, using an electric mixture, beat the butter, cream cheese and granulated sugar on medium-high speed until light and fluffy. 

  3. Add the vanilla and eggs (one at a time) and beat to combine. With mixer on low, gradually add the flour and salt and beat until just combined.

  4. Transfer the batter to a piping bag or zip-top bag. Fit the piping bag with a large plain tip (1/2 - 3/4 inch), or snip a 3/4-inch hole in one corner of the zip-top bag. I strongly recommend using a proper piping bag and tip.

    Holding the bag at about a 90° angle, pipe cookies that are 2-inches long and at least 1.5 inches apart, onto parchment-lined baking sheets. 

  5.  Bake until cookies are light golden at edges, about 18-20 minutes, rotating sheets halfway through. Transfer to wire racks and let cool.

  6. Melt the chocolate and heavy cream in a glass bowl in the microwave for about 1 1/2 minutes, stirring every 30 seconds, until smooth. Add your flavoring, if using.

  7. With a small spoon or offset spatula or spoon, spread the melted chocolate on flat side of half the cookies. Sandwich cookie halves together. Cookies can be stored in an airtight container up to a week.

Recipe Notes

You can also use straight melted chocolate to fill your cookies however, it is a bit trickier to flavor than the ganache.

If you are flavoring straight chocolate be sure to use oil based flavorings or flavorings meant for chocolate- regular extracts may cause your chocolate to seize.

Nutrition Facts
Gluten Free Milano Cookies
Amount Per Serving
Calories 100 Calories from Fat 54
% Daily Value*
Fat 6g9%
Saturated Fat 4g25%
Trans Fat 1g
Cholesterol 12mg4%
Sodium 21mg1%
Potassium 32mg1%
Carbohydrates 11g4%
Fiber 1g4%
Sugar 7g8%
Protein 1g2%
Vitamin A 140IU3%
Vitamin C 1mg1%
Calcium 10mg1%
Iron 1mg6%
* Percent Daily Values are based on a 2000 calorie diet.
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