Unbelievably Decadent Italian Chocolate Cookies

Recipe Details

Prep Time:
1 hr
Cook Time:
30 mins
Additional Time:
8 hrs
Total Time:
9 hrs 30 mins
Servings:
120
Yield:
10 dozen

Ingredients

  • 7cupsall-purpose flour

  • 2cupswhite sugar

  • 1cupunsweetened cocoa powder (such as Hershey’s)

  • ¼cupbaking powder

  • 1 ½teaspoonsground cinnamon

  • 1 ½teaspoonsground cloves

  • 1 ½teaspoonsground allspice

  • 1teaspoonsalt

  • 1large orange, zested

  • ½cupvegetable shortening (such as Crisco)

  • ½cupmargarine (such as Parkay)

  • 5eggs

  • 1teaspoonvanilla extract, or to taste

  • ¼cuporange juice

  • ¼cupwhole milk

  • 4ouncescream cheese, softened

  • ½cupchopped walnuts

  • 3tablespoonswhole milk, or more as needed

  • 1teaspoonorange juice, or as needed

  • 3cupsconfectioners’ sugar, or more as needed

Cooking Directions

  1. Preheat the oven to 350 degrees F (175 degrees C).

  2. Whisk flour, white sugar, cocoa powder, baking powder, cinnamon, cloves, allspice, and salt together in a large bowl. Stir in orange zest, then mix in vegetable shortening and margarine with your hands until mixture is crumbly.

  3. Beat eggs and vanilla in a bowl with an electric mixer until foamy. Add egg mixture to flour mixture along with 1/4 cup orange juice and 1/4 cup milk; knead in the bowl until dough is thoroughly combined and stiff and it doesn’t stick to your hands, about 8 minutes. Knead cream cheese thoroughly into dough, followed by walnuts.

  4. Form dough into balls about 1 1/2 inches in diameter and place onto ungreased baking sheets.

  5. Bake cookies in the preheated oven in batches until lightly browned, 12 to 14 minutes. Cool cookies on racks.

  6. Make the frosting: Beat 3 tablespoons milk, 1 teaspoon orange juice, and 1 cup confectioners’ sugar in a bowl until smooth. Gradually beat in remaining confectioners’ sugar until frosting is thick and drizzles slowly from a spoon.

  7. Dip tops of cookies into frosting and place onto racks with waxed paper underneath to catch the drips. Let cookies dry, 8 hours to overnight.

Tips

For the frosting, I’ve found that exact measurements aren’t that important. As long as the consistency is right, the frosting will be good. Add some milk and orange juice (more milk than orange juice, about a 90-10 ratio) to get the right consistency. If it gets too thin, add some more powdered sugar. You can add food coloring to the frosting and decorate with sprinkles if desired.

After frosting the cookies, let them dry overnight on a drying rack over waxed paper. The waxed paper makes cleanup much easier because it catches the dripping frosting.

Nutrition Facts

Full Nutrition Label
Servings Per Recipe120
Calories78
% Daily Value *
Total Fat
3g
3%
Saturated Fat
1g
4%
Cholesterol
9mg
3%
Sodium
83mg
4%
Total Carbohydrate
13g
5%
Dietary Fiber
1g
2%
Total Sugars
7g
Protein
1g
3%
Vitamin C
0mg
0%
Calcium
33mg
3%
Iron
1mg
3%
Potassium
28mg
1%

* Percent Daily Values are based on a 2,000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.

** Nutrient information is not available for all ingredients. Amount is based on available nutrient data.

(-) Information is not currently available for this nutrient. If you are following a medically restrictive diet, please consult your doctor or registered dietitian before preparing this recipe for personal consumption.

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