Layered Luxury: Individual Baileys Chocolate Cheesecake Trifle Cups

When I’m looking for an adult dessert that wows without hours in the kitchen, these Baileys Chocolate Cheesecake Trifles are my secret weapon.

The rich chocolate cheesecake filling, kissed with Baileys Irish Cream, pairs perfectly with crushed Oreos and a cloud-like whipped topping. What makes these trifles truly special is that they come together in just 20 minutes – no baking required!

The elegant presentation in individual glasses makes everyone feel like they’re enjoying a restaurant-quality dessert, but trust me, this is one of the easiest show-stoppers you’ll ever make.

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Equipment You Will Need

• Measuring cups and spoons
• Food processor or gallon-size Ziploc
• Stand mixer
• Spatula or food scraper
• Piping bag and large star tip

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Baileys Chocolate Cheesecake Trifles

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These Bailey’s Chocolate Cheesecake Trifle Cups are pure dessert magic in a cup. Layers of crushed Oreos, boozy chocolate cheesecake filling, and whipped topping come together for a rich, creamy treat that’s perfect for parties—or whenever you need a little indulgence.

• Total Time: 20 minutes
• Yield: 6–9 oz trifles 1x

Ingredients

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20 double stuffed Oreos, crushed

For the filling:

16 oz cream cheese, softened

1 cup powdered sugar

1/3 cup cocoa powder

1 teaspoon vanilla

1/2 teaspoon salt

1/4 cup Bailey’s Irish Cream

For the whipped topping:

1 cup heavy whipping cream

2 tablespoons Bailey’s Irish Cream

2 tablespoons cocoa powder

2 tablespoons powdered sugar

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Instructions

1. Using a food processor (or a gallon size ziploc), crush the Oreos. Set aside.
2. For the cheesecake filling – in the bowl of a stand mixer, combine the softened cream cheese, vanilla, salt, cocoa and powdered sugar.
3. Mix on low speed until thoroughly combined, scraping the sides down often.
4. Add in the Baileys and mix on low just until combined. Bump up the speed and mix on medium for an additional minute or until smooth and thoroughly combined. Scrape the sides often.
5. Transfer the cheesecake filling to a piping bag, set aside.
6. For the whipped topping – in the bowl of a stand mixer, whip the heavy whipping cream on medium until soft peaks.
7. Add in the powdered sugar, cocoa and Baileys. Mix on low until combined and then bump up the speed and mix on medium until stiff peaks.
8. Transfer the whipped topping to a piping bag fitted with a large star tip, set aside.
9. To assemble, use a tablespoon to scoop one spoonful of crushed Oreos into the bottom of each trifle container.
10. Top with a layer of the cheesecake filling.
11. Top with a layer of the whipped topping.
12. Repeat another layer of crushed Oreos.
13. Repeat another layer of the cheesecake filling.
14. Pipe a mound of the whipped topping.
15. Finally, sprinkle with the remaining crushed Oreo pieces.

Notes

• Storage: Trifles can be stored in an airtight container (or covered with plastic wrap) in the fridge for up to 2 days.

• Author: Little Party Pixie
• Prep Time: 20 minutes
• Category: Sweet Treats

Step-By-Step Process

These Baileys Chocolate Cheesecake Trifles are perfect for holiday gatherings, date nights, or anytime you need a special treat without turning on the oven.

More Baileys Irish Cream Inspiration

Pop over to the Baileys section of the blog to get more drink and dessert ideas that incorporate the indulgent creaminess of Baileys.

© Little Party Pixie 2025