This Southern Chessmen Cookie Banana Pudding is a creamy, rich, no-bake dessert layered with buttery Pepperidge Farm Chessmen cookies, fresh bananas, and a luscious homemade pudding mixture. Inspired by Paula Deen’s classic recipe, this version is easy to assemble, perfect for potlucks, family gatherings, or any time you crave a sweet, comforting treat.

Full Recipe:

Ingredients

• 2 packages Pepperidge Farm Chessmen Butter Cookies

• 1 (5.1 oz) package Vanilla Jell-O Instant Pudding

• 1 cup milk

• 1 cup heavy cream

• 1 (8 oz) package cream cheese, softened

• 1 (14 oz) can sweetened condensed milk

• 1 (8 oz) container whipped topping (like Cool Whip), thawed

• 3–4 large bananas (more if desired for a thicker layer)

Directions

1. Add a layer of Chessmen cookies to the bottom of a 13×9-inch baking dish, using broken cookies for the bottom and saving whole cookies for the top.

2. In a large bowl, whisk together the heavy cream, milk, and pudding mix for about 2 minutes until it begins to thicken. Set aside.

3. In another bowl, beat the softened cream cheese with the sweetened condensed milk until smooth and creamy.

4. Fold the whipped topping into the cream cheese mixture using a spatula.

5. Combine the pudding mixture and the cream cheese mixture together and stir until smooth.

6. Slice the bananas and arrange them in an even layer over the Chessmen cookies in the baking dish. You can add two layers if you prefer more bananas.

7. Spread the creamy pudding mixture over the bananas, smoothing it into an even layer.

8. Arrange the remaining whole Chessmen cookies neatly on top.

9. Cover tightly with plastic wrap and refrigerate for at least 4 hours, or overnight, to allow the pudding to set properly.

Nutrients

(Approximate per serving, based on 20 servings)

• Calories: ~330 kcal

• Carbohydrates: ~38g

• Protein: ~4g

• Fat: ~18g

• Saturated Fat: ~10g

• Fiber: ~1g

• Sugar: ~26g

• Sodium: ~180mg

• Calcium: ~8% DV

• Vitamin A: ~10% DV

• Vitamin C: ~5% DV

• Iron: ~4% DV

Why Southern Chessmen Cookie Banana Pudding Is So Popular

The enduring popularity of this dessert lies in its irresistible combination of textures and flavors. The buttery Chessmen cookies soften slightly under the creamy layers, creating a melt-in-your-mouth experience. The bananas add natural sweetness and freshness that balance the rich, decadent pudding mixture. The cream cheese and sweetened condensed milk blend together to form a smooth, velvety base that feels far more luxurious than traditional instant puddings. With no baking required and minimal active preparation time, this dessert is as easy to make as it is delightful to eat, making it a favorite among busy home cooks and dessert lovers alike.

Perfect for Potlucks, Family Gatherings, and Holidays

Southern Chessmen Cookie Banana Pudding is the quintessential make-ahead dessert for all kinds of occasions. Its no-bake nature makes it perfect for hot summer days when you want to avoid heating up the kitchen. It’s a fantastic choice for potlucks and family gatherings because it travels well, serves a crowd, and always garners rave reviews. During the holidays, it offers a cool, creamy contrast to richer, heavier desserts like pies and cakes. Whether served at Easter brunch, a Fourth of July barbecue, Thanksgiving dinner, or a simple Sunday supper, this banana pudding brings a touch of Southern comfort to any table.

Celebrating Fresh, Simple Ingredients

The charm of this dessert lies in its reliance on fresh, accessible ingredients that come together to create something truly special. Pepperidge Farm Chessmen cookies provide a buttery, slightly crisp base and topping that elevates the dish above standard versions using vanilla wafers. Fresh bananas lend natural sweetness and a tender texture that balances the richness of the cream. Vanilla instant pudding offers convenience and flavor, while milk and heavy cream add richness and ensure a silky consistency. The combination of softened cream cheese and sweetened condensed milk creates an ultra-creamy, sweet, and tangy layer that sets this recipe apart from simpler versions. Whipped topping lightens the mixture, adding an airy texture that makes each bite feel indulgent but not heavy.

Adaptability and Flavor Variations

One of the great strengths of Southern Chessmen Cookie Banana Pudding is how easily it can be adapted to suit different tastes or dietary needs. You can substitute the vanilla pudding with banana or French vanilla pudding for a deeper banana flavor. For a homemade twist, you can prepare a from-scratch vanilla custard instead of using instant pudding. If you prefer a less sweet version, reduce the amount of sweetened condensed milk slightly and adjust to taste. To make it more decadent, a drizzle of caramel sauce between the layers or on top before serving adds a luxurious touch. For a lighter option, substitute Greek yogurt for part of the cream cheese or use a reduced-fat whipped topping. The recipe is also easily adaptable for gluten-free diets by choosing a gluten-free butter cookie alternative.

Nutritional Benefits

While this dessert is certainly indulgent, it does offer some nutritional positives. Bananas are a natural source of potassium, vitamin C, and fiber, promoting heart health and digestive regularity. Using real dairy like milk and cream provides a good amount of calcium, important for bone health. Cream cheese and milk also contribute protein, helping create a more balanced treat when enjoyed in moderation. Like all desserts, the key is portion control and balance. Serving this pudding alongside a variety of fresh fruits or lighter dessert options can create a well-rounded and satisfying dessert spread.

Tips for the Best Chessmen Cookie Banana Pudding

A few simple tips can ensure that your banana pudding turns out perfectly every time. Choose ripe but firm bananas to avoid overly mushy layers. Layer the bananas evenly to create balanced flavor and texture in every bite. Be sure to thoroughly combine the cream cheese and sweetened condensed milk until silky smooth before folding into the pudding to avoid lumps. Allow plenty of chilling time—at least four hours, or overnight if possible—so the layers can set and the flavors meld together beautifully. When assembling, reserve the prettiest whole Chessmen cookies for the top layer to create an attractive, finished look. If making the dessert ahead of time for a special occasion, consider brushing the banana slices lightly with lemon juice to prevent them from browning.

Serving Suggestions

Southern Chessmen Cookie Banana Pudding shines all on its own but can be elevated further with a few thoughtful additions. Garnish with a light dusting of cinnamon or nutmeg just before serving for a hint of warm spice. A drizzle of caramel or chocolate sauce over each serving can add an extra indulgent touch. For a festive presentation, layer the pudding in a large glass trifle dish or individual clear cups to showcase the beautiful layers of cookies, bananas, and creamy pudding. Pair this dessert with a cup of hot coffee or a glass of cold milk for a classic, comforting combination. For a fun twist, offer a build-your-own banana pudding bar where guests can add their favorite toppings like crushed cookies, whipped cream, or chopped nuts.

The Nostalgic Comfort of Banana Pudding

Banana pudding holds a special place in Southern food culture and American comfort food traditions. It evokes feelings of nostalgia, family gatherings, and simple pleasures. The addition of Chessmen cookies and a richer pudding elevates it into something that feels both familiar and a little bit luxurious. This recipe manages to preserve everything that people love about traditional banana pudding while adding a gourmet touch that feels just right for modern tastes. Whether enjoyed at a family reunion, a Sunday supper, or a celebratory feast, Southern Chessmen Cookie Banana Pudding is a reminder of the joy found in simple, lovingly prepared desserts.

Reasons to Love Southern Chessmen Cookie Banana Pudding

There are so many reasons to fall in love with this dessert. It is easy to prepare, requiring no baking and minimal active time. It is visually stunning, with beautiful layers that look as good as they taste. It offers a perfect balance of textures, from creamy to crisp to tender. It is highly adaptable, welcoming countless variations based on personal preferences. It satisfies nostalgic cravings while feeling special enough for important occasions. Most importantly, it brings people together, offering a dish that is rich, comforting, and universally loved.

Conclusion

Southern Chessmen Cookie Banana Pudding is a timeless dessert that blends tradition, comfort, and a touch of indulgence into every creamy, dreamy bite. With buttery cookies, sweet bananas, and a velvety pudding mixture, it offers everything you could want in a dessert—flavor, texture, simplicity, and a generous dose of Southern charm. Whether made for a holiday celebration, a potluck, or simply to satisfy a sweet craving, this no-bake classic promises to delight everyone lucky enough to grab a spoonful. Easy to prepare, beautiful to serve, and unforgettable to eat, it’s a dessert that truly belongs in every recipe collection.