Chocolate Banana Pudding

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This rich and creamy Chocolate Banana Pudding is layered with Oreos, Chips Ahoy, bananas, and a decadent chocolate pudding filling. Easy, make-ahead dessert, perfect for holidays or gatherings.

Prep Time20

Chilling Time4

Total Time4 20

Course: Dessert

Cuisine: American

Servings:

Calories: 294kcal

Author: Cara Lanz

Ingredients

8 ounces softened cream cheese
14 ounce can sweetened condensed milk
2 3.9 oz. boxes instant chocolate fudge pudding
optional for richer chocolate flavor : ⅓ cup unsweetened cocoa powder and 1 teaspoon espresso powder
2 ¾ cups cold milk
8 ounces Cool Whip, divided
25-30 Chips Ahoy cookies
15-20 Oreo cookies, separated
5-7 ripe bananas, sliced

Instructions

In a large mixing bowl, beat the softened cream cheese until smooth. Add the condensed milk and mix until there are no lumps.
In a second bowl, mix the pudding mix, cocoa powder, and espresso powder (if using), and about 2 cups milk. Mix on high speed until smooth, then slowly mix in the rest of the milk.
Pour the pudding into the cream cheese mixture and mix until completely combined. Fold in ½ of the Cool Whip.
Line the bottom of a trifle dish, clear bowl, or 9x13 baking dish with a layer of Chips Ahoy and Oreo halves.
Add a layer of banana slices on top of the cookies.
Spread a layer of the pudding mixture evenly over the bananas.
Repeat 1-3 times, depending on the size of your dish.
Three layers worked perfectly in my trifle dish. One to two layers will work well in a 9 x 13 pan.
Spread the remaining Cool Whip on top of the pudding. Cover and chill for at least 4 hours, but overnight is best.
Immediately before serving, top with cookie pieces or crumbs and fresh banana slices.
Store leftover chocolate banana pudding wrapped in plastic wrap or in an airtight container in the refrigerator for 3-4 days.

Notes

Let the cream cheese come to room temperature so it blends easily and stays lump-free.
Split the Oreos in half before layering—this helps them soften faster.
For the best texture, refrigerate the pudding dessert at least 4 hours (overnight is even better for soft, cake-like cookies).
Make sure the bananas are fully coated in pudding to prevent browning.
Sprinkle the crushed cookies on top just before serving to keep their crunch.

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