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+ servings

Chessmen Banana Pudding

Creamy, decadent, and irresistible, this homemade classic chessmen banana pudding is a delicious, rich dessert you'll love!
Prep Time 30 mins
Chilling 4 hrs
Total Time 4 hrs 30 mins
Course Dessert
Cuisine American
Servings 12
Calories 733 kcal


  • 14 ounces sweetened condensed milk
  • 12 ounces frozen whipped topping thawed
  • 2 bags Pepperidge Farm Chessmen cookies
  • 6 to 8 bananas sliced
  • 2 cups milk
  • 5 ounces instant French vanilla Pudding
  • 8 ounces cream cheese softened


  • Using a 9 x 13 pan layer the bottom of the pan with one bag of cookies (use any broken ones for the bottom).
  • Layer the sliced bananas over the top of the cookies.
  • In a large bowl combine the milk and pudding mix using an electric mixer, about 5 minutes until it starts to get thick.
  • In another large bowl combine the cream cheese and sweetened condensed milk with the mixer until smooth.
  • Fold the whipped topping into the cream cheese mixture.
  • Add the cream cheese mixture to the pudding mixture and stir until well blended or you could use the mixer you were already using!
  • Pour the mixture over the cookies and bananas.
  • Place the remaining cookies on top of this mixture.
  • Carefully cover with plastic wrap. Refrigerate at least 4 hours until ready to serve. Can be made the day before and refrigerated overnight.


Calories: 733kcalCarbohydrates: 100gProtein: 11gFat: 33gSaturated Fat: 14gCholesterol: 52mgSodium: 609mgPotassium: 520mgFiber: 3gSugar: 55gVitamin A: 531IUVitamin C: 6mgCalcium: 208mgIron: 2mg