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A piece of cake sitting on top of a table

Chessman Banana Pudding

Creamy, decadent, and irresistible, this homemade classic chessman banana pudding is a delicious, rich dessert you'll love!
Course Dessert
Cuisine American
Keyword Chessman Banana Pudding, Chessman Pudding Recipe
Prep Time 30 minutes
Chilling 4 hours
Total Time 4 hours 30 minutes
Servings 12
Calories 77kcal


  • One 14 ounce can sweetened condensed milk
  • One 12 ounce container frozen whipped topping thawed
  • Two bags Pepperidge Farm Chessman cookies
  • 6-8 bananas sliced
  • 2 cups milk
  • One 5 ounce box instant French vanilla Pudding
  • One 8 ounce package 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: 77kcal | Carbohydrates: 15g | Protein: 2g | Fat: 2g | Saturated Fat: 1g | Cholesterol: 4mg | Sodium: 18mg | Potassium: 265mg | Fiber: 2g | Sugar: 9g | Vitamin A: 104IU | Vitamin C: 5mg | Calcium: 49mg | Iron: 1mg