Description
Welcome, dessert lovers! Today, we’re diving into a Southern classic: the Southern Chessmen Cookie Banana Pudding recipe. If you’re a fan of banana pudding and want to elevate the traditional flavors, this recipe is just for you! Using the beloved Pepperidge Farm Chessmen Cookies and fresh bananas, this dessert delivers a rich, creamy, and buttery experience. Whether you’re planning a family gathering or a potluck, this recipe is sure to be a hit.
Ingredients
- 2 packages Pepperidge Farm Chessmen Butter Cookies
- 1– 5.1 ounce Vanilla Jell-O Instant Pudding
- 1 cup milk
- 1 cup heavy cream
- 1– 8 ounce package cream cheese
- 1– 14 ounce can sweetened condensed milk
- 1– 8 ounce container whipped topping
- 3–4 large bananas (slice these into even layers)
Substitutions:
- For a dairy-free option, substitute the cream cheese and whipped topping with coconut-based alternatives.
- Gluten-free cookies can replace Chessmen cookies for those with dietary restrictions.
Instructions
Step 1: Prepare the Cookie Base
Start by placing a layer of Pepperidge Farm Chessmen Butter Cookies at the bottom of a 13×9 baking dish. These buttery cookies will form the crunchy base of your pudding.
Step 2: Mix the Pudding
In a large bowl, combine 1 cup milk, 1 cup heavy cream, and Vanilla Jell-O Instant Pudding. Use a hand mixer or whisk to blend the ingredients for around 2 minutes, until the mixture thickens. Set this aside.
Step 3: Cream Cheese Mixture
In a separate bowl, beat together the cream cheese and sweetened condensed milk until smooth and creamy. This creates a rich layer that adds depth to your pudding.
Step 4: Fold in Whipped Topping
Gently fold in the whipped topping into the cream cheese mixture using a spatula. Be careful not to overmix to keep the mixture fluffy.
Step 5: Combine Pudding and Cream Cheese Mixture
Blend the pudding mixture with the cream cheese mixture, creating a luscious, combined filling.
Step 6: Layer Bananas
Slice your bananas and place them over the first layer of Chessmen cookies in the baking dish. If you love bananas, feel free to add a second layer!
Step 7: Spread the Pudding Mixture
Spread the pudding mixture evenly on top of the bananas, smoothing it out into an even layer.
Step 8: Final Layer of Cookies
Place the remaining Chessmen cookies over the top of the pudding. This final layer adds a delightful crunch.
Step 9: Chill and Set
Cover the dish with plastic wrap and refrigerate for at least 4 hours or overnight, allowing the flavors to meld and the pudding to set.
Equipment

2Pcs Heart Shape Cake Pans, Aluminum Heart Cake Mold, Reusable 10 inch
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Kids Chill Leak-Proof Lunch Box – Included Reusable Ice Pack Keeps Food Cold
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- Use fresh, ripe bananas for the best flavor. Overripe bananas might make the pudding too soft.
- If you prefer a thicker banana layer, feel free to add more slices.
- Chill overnight for the best results; the cookies will soften slightly, creating a perfect balance of textures.