This post may contain affiliate links. Please see our full Disclosure Policy for details.
When you can’t decide between cookies or something a little fancy, these cute Cannoli Cookie Cups are the answer! Chewy, bite-sized chocolate chip cookie cups are filled with classic cannoli cream, then sprinkled with your favorite garnishes.
There is no holiday season needed to enjoy a fresh batch of cookies!
And when we’re talking wee little cups of goodness, studded with chocolate and stuffed with a deliciously light filling? Oh man. It’s one of those, “am I gonna share or eat them all?” situations.
These Cannoli Cookie Cups were actually born from a burning desire to not waste 3/4 of a batch of the Cannoli Dip recipe I shared a few months ago.
One of the drawbacks of being a food blogger is often getting stuck with a large dessert that you can’t stop eating. I’m a cannoli-holic, so I could have definitely torn up the bowl.
I’m also usually too lazy to hit the gym for 3 hours to burn off all those cals, so devouring it entirely was not an option.
JUST TAKE ME TO THE CHOCOLATE CHIP CANNOLI COOKIE CUPS ALREADY!
If you’d rather skip my (pretty darn helpful) tips and tricks, essential cooking info, and similar recipe ideas – and get straight to this deliciously easy cookie cups recipe, just scroll right on down to the bottom of the page where you can find the printable recipe card!
But converting that dip into another dessert turned out to be a pretty genius idea.
It’s a dessert experience you didn’t know you needed, guys. And one that is SO easy to put together! Bake some cookie dough balls in a mini muffin tin, whip up a batch of cannoli dip, and go to town.
A few of these guys broke coming out of the tins, and I’d be lying if I said I hadn’t taste tested while I worked.
Standard cannolis are so good (that crispy shell OMG), but these are definitely something extra special…and irresistible!
Can I Use Refrigerated Cookie Dough In These Cookie Cups?
Of course! If you’re pressed for time and need a super quick cookie solution, you may use your favorite store-bought dough. The cookie recipe I use here is my Nana’s standard one, but these will be just as yummy with the pre-made stuff.
Can Cookie Cups Be Frozen?
Absolutely! Yes, cookie cups can be frozen, and very well I might add!
You can freeze these pre-filled, but I would suggest filing them just before serving them. There’s a lot of moisture in ricotta cheese, and the filling may make the cookie bottom soggy as the treats thaw.
Definitely garnish just before serving – no one likes soggy pistachios!
How To Make Cannoli Cookie Cups
- First, preheat the oven to 350 degrees F. Spray two mini muffin pans with cooking spray and set aside.
- Next, grab two mixing bowls. In the first bowl, whisk together flour, salt, cinnamon, and baking soda.
- In the second bowl, cream together butter and brown sugar until it’s fluffy and light in color, 2-3 minutes. Add egg and vanilla and beat until combined.
- Then, gradually beat in the flour mixture until just combined. Fold in the chocolate chips.
- Take 1 tablespoon-sized scoops of dough and roll them into 1-inch balls. Place each ball in its own muffin pan cavity.
- Bake the cookies for 10-12 minutes, until they are lightly golden but still slightly doughy in the center.
- Remove the tins from the oven and, using a rounded teaspoon, immediately press down into the center of each cookie cup to create a small well. Cool them for 10 minutes, then remove to cooling rack to cool completely.
- While the cookies cool, make the Cannoli Dip. (A half batch will probably be plenty!) Feel free to add as many extra chocolate chips here as you want to!
- Finally, pipe cannoli cream into each cookie cup. Garnish them with crushed pistachios, toasted almonds, or chocolate chips. You can even dip or drizzle them with melted chocolate!
LOOKING FOR MORE CHOCOLATE CHIP COOKIE RECIPES?
- Bakery Style Triple Chocolate Chip Cookies
- Mint Chocolate Chip Cake Mix Cookies
- Pecan Pumpkin Chocolate Chip Cookies
HELPFUL KITCHEN TOOLS FOR MAKING COOKIE CUPS:
Join in on the fun in our Facebook group! Feel free to share YOUR favorite recipes, ask questions, help out your fellow home cooks, and see what’s new with The Crumby Kitchen (so that you never miss a new recipe)! If you’d like to check it out, you can request to join HERE.
Also, don’t forget to follow us on Instagram and tag #crumbykitchen so we can see all the wonderful recipes YOU recreate from this site!
You can also subscribe to our weekly newsletter so you never miss a delicious recipe again!
Chocolate Chip Cannoli Cookie Cups
- 1 1/2 cups all-purpose flour
- 1/2 teaspoon salt
- 1/2 teaspoon ground cinnamon
- 1/4 teaspoon baking soda
- 1/2 cup unsalted butter softened
- 2/3 cup brown sugar packed
- 1 egg room temperature
- 1 teaspoon vanilla extract
- 1 cup mini chocolate chips
- 1 Recipe Cannoli Dip https://thecrumbykitchen.com/cannoli-dip/
- Preheat the oven to 350 degrees F. Spray two mini muffin pans with cooking spray and set aside.
- In a medium mixing bowl, whisk flour, salt, cinnamon, and baking soda; set aside.
- In a second large mixing bowl, cream butter and brown sugar until light in color, 2-3 minutes. Add egg and vanilla and beat until combined.
- Gradually beat in the flour mixture until just combined. Fold in chocolate chips.
- Roll the dough into 1-inch balls and place in muffin pan cavities. Bake 10-12 minutes, until cookies are lightly golden but still slightly dough in the center.
- Remove from the oven and, using a rounded teaspoon, immediately press down into the center of each cookie cup to create a small well.
- Cool in plans for 10 minutes, then remove to cooling rack to cool completely.
- Make Cannoli Dip. Pipe each cookie with cannoli cream. Garnish with crushed pistachios, toasted almonds, or chocolate chips.
PIN THIS CANNOLI COOKIE CUPS RECIPE FOR LATER!