Two months ago I stopped at this Italian bakery downtown and paid six bucks for one tiny cannoli. Six dollars for one. It tasted fine but not worth six dollars fine. oliver took a bite, got filling all over his face, and half the shell broke and fell on the sidewalk. He looked down at the mess and said "Why is this thing so hard to eat?" He had a point. When we got home I started thinking about making cannoli that didn't fall apart and didn't cost me a fortune every time. Took four tries to get these cannoli cookie cups working right. First batch the cookies came out too hard and cracked when I tried bending them.
Why You'll Love These Cannoli Cookie Cups
Regular cannolis are annoying. The shells break if you breathe on them wrong, the filling squirts out the ends when you bite down, and eating one without making a mess is basically impossible. Last Easter my mom brought cannolis from some expensive bakery and watching everyone try to eat them was funny. Powdered sugar everywhere, filling on everyone's hands. My dad quit halfway through and just grabbed a fork.
These Cannoli Cookie Cups fix that whole problem. The cookie part is strong enough to actually hold without falling apart but still tastes good and stays crispy. The ricotta stuff goes inside the cup instead of getting piped into some fragile shell that breaks, so it stays where you put it. Pick one up, eat it in three bites, hands stay clean. oliver can eat these without needing twenty napkins after. That's reason enough right there.
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Ingredients For Cannoli Cookie Cups
For the Cookie Cups:
- 1 cup softened butter
- 1 cup sugar
- 1 egg
- 2 teaspoons vanilla extract
- 2½ cups all-purpose flour
- 1 teaspoon baking powder
- ½ teaspoon salt
For the Cannoli Filling:
- 15 oz whole milk ricotta cheese
- 8 oz mascarpone cheese
- 1 cup powdered sugar
- 1 teaspoon vanilla extract
- ½ cup mini chocolate chips
- Pinch of cinnamon
For Topping:
- More mini chocolate chips
- Powdered sugar for dusting
- Chopped pistachios if you want to get fancy
Step by Step Method
Prepare Your Cookie Dough Base
- Beat softened butter and sugar for 3 minutes until fluffy and lighter colored
- Add egg and vanilla, mixing until everything comes together smooth
- Whisk flour, baking powder, and salt in separate bowl
- Mix dry ingredients into wet just until combined - don't overwork it or cookies get tough
Shape and Bake the Cannoli Cookie Cups
- Preheat oven to 350°F and spray mini muffin tin really well with cooking spray
- Roll dough into walnut-sized balls, about 1 tablespoon each
- Press each ball into muffin cup, pushing up the sides to form cup shape
- Keep bottom thin (quarter inch) or centers stay raw and doughy
Bake Until Golden
- Bake 12-15 minutes until edges turn golden brown
- Centers may look slightly underdone but they firm up while cooling
- Let sit in pan 5 minutes before removing or they'll break apart
- Transfer carefully to cooling rack and let cool completely
Create the Cannoli Cream Filling
- Beat ricotta, mascarpone, powdered sugar, vanilla, and cinnamon for 2-3 minutes until smooth and thick
- Fold in mini chocolate chips gently with spatula
- Refrigerate filling while cookie cups cool - cold filling is easier to pipe
- Mixture should be thick enough to hold its shape
Assemble Your Cannoli Cookie Cups
- Wait until cookie cups are completely cold before filling
- Spoon or pipe filling into each cup, filling all the way to top
- Top with extra mini chocolate chips for decoration
- Dust with powdered sugar right before serving
Equipment For Cannoli Cookie Cups
- Mini muffin tin (standard 24-cup)
- Mixing bowls (at least 2)
- Electric mixer or hand mixer
- Measuring cups and spoons
- Cooling rack
- Spoon or piping bag for filling
Cannoli Cookie Cups Variations
Chocolate Cannoli Cookie Cups:
- Add ¼ cup cocoa powder to cookie dough and reduce flour by ¼ cup
- Make chocolate chip cannoli filling as usual
- Drizzle with melted chocolate instead of powdered sugar
- Tastes like chocolate cannolis (oliver 's favorite)
Crumbl Cannoli Cookie Style:
- Make cookies bigger in regular muffin tin instead of mini
- Double the filling recipe for thicker layer
- Top with extra chocolate chips and powdered sugar
- Closer to what Crumbl does with their cannoli cookies
Mini Cannoli Bites:
- Use even smaller dough balls in mini muffin tin
- Reduce baking time to 10-12 minutes
- Makes about 48 tiny cups perfect for parties
- One or two bite size, nobody needs a plate
Lemon Ricotta Version:
- Add zest of 2 lemons to the filling
- Skip chocolate chips, use white chocolate instead
- Top with lemon zest curls
- Way lighter and more summery tasting
Storing Your Cannoli Cookie Cups
Unfilled Cookies (Up to 5 days):
- Store in airtight container at room temperature
- Keep them completely dry or they get soft
- Stack with parchment paper between layers
- They actually stay crispier than filled ones
Filled Cups (1-2 days max):
- Keep in fridge in covered container
- Don't stack them or filling gets smashed
- Eat within 2 days before cookies get soggy
- Bring to room temperature 15 minutes before eating
Filling Alone (3-4 days):
- Store cannoli filling separately in airtight container in fridge
- Fill cookie cups right before serving for crispiest results
- Give it a quick stir before using if it separates
- This is the best way to make ahead
Freezing:
- Freeze unfilled cookie cups for up to 1 month
- Don't freeze filled ones - filling gets watery and weird
- Thaw cookies at room temperature before filling
- Make filling fresh when ready to serve
Smart Swaps for Cannoli Cookie Cups
Cookie Cup Options:
- Butter → Margarine (cheaper but less flavor)
- All-purpose flour → Almond flour (gluten-free but more crumbly)
- Sugar cookies → Store-bought phyllo cups (way faster)
- Homemade → Pre-made sugar cookie dough (saves time)
Filling Swaps:
- Ricotta cheese → Cottage cheese blended smooth (cheaper)
- Mascarpone → Cream cheese (easier to find)
- Both cheeses → All ricotta (less rich but still good)
- Whole milk ricotta → Part-skim (lighter but runnier)
Flavor Changes:
- Vanilla extract → Almond extract (more Italian tasting)
- Mini chocolate chips → Regular chips chopped up
- Chocolate chips → Chopped candied orange peel (traditional)
- Plain filling → Add 2 tablespoons cocoa powder (chocolate version)
Topping Alternatives:
- Mini chocolate chips → Chopped pistachios (fancier)
- Powdered sugar → Drizzle of melted chocolate
- Simple → Crushed cannoli shells on top
- Plain → Candied cherries (old school Italian style)
Top Tip
- Press the Dough Thin: Press that dough really thin on the bottom when you're shaping the Cannoli Cookie Cups. Quarter inch max. First time I made these, I left the bottoms too thick thinking they'd break otherwise. They didn't break but the centers stayed raw and gross while the edges burned. Had to toss half of them. Now I press it thin and spread it up the sides. Takes longer but they bake right.
- Drain the Ricotta: Stick the ricotta in a strainer over a bowl and leave it in the fridge for at least an hour before making filling. Liquid drips out and it gets way thicker. Skip this and your filling is runny and watery. Done it twice when I was rushing and both times the filling wouldn't stay in the cups, just pooled at the bottom. Always drain it now even when I'm late.
- Fill Right Before Serving: Don't fill these the night before. Fill them morning of at the earliest. The moisture from the filling makes the Cannoli Cookie Cups soft and they lose that crispy thing. Made this mistake last year for a party - filled everything the night before, woke up to soggy cups. Tasted fine but texture was wrong.
FAQ
Does Crumbl have a cannoli cookie?
Yeah, Crumbl has a Cannoli Cookie Cups that shows up sometimes in their weekly rotation. It's a big sugar cookie with cannoli filling on top and chocolate chips. Tastes fine but costs like five bucks for one cookie. Make these at home and you get two dozen for less money. Your call if you want to pay that much for one cookie or just make a bunch yourself.
What is the cannoli filling made of?
Ricotta cheese, mascarpone, powdered sugar, vanilla, and mini chocolate chips. That's all. Some people throw in cinnamon or orange zest too. Real Italian cannoli is just sweetened ricotta with chocolate chips, but mascarpone makes it way creamier and less grainy. Ricotta gives you that cannoli taste, mascarpone makes it smooth enough to actually spoon into cups without it being a disaster.
Does Trader Joe's sell cannoli dip?
Yeah, they've got cannoli dip in the cold section sometimes. It's basically cannoli filling you eat with graham crackers or whatever. Not bad if you're lazy and don't feel like making it. But it's not as good as homemade and costs more. Bought it twice when I was too tired to deal with mixing ricotta and mascarpone. Works okay but tastes kind of fake compared to fresh stuff.
What are common cannoli mistakes?
Not draining the ricotta first is the biggest screwup. Wet ricotta makes runny filling that slides right out. Using low-fat ricotta is another one - too watery. Filling the cups too early makes them soggy. Baking the cookies too long makes them hard and they crack when you touch them. Not baking long enough leaves them raw in the middle. Putting too much filling in makes it spill everywhere when you eat them. I've done all of these at least once.
Just Make These Already
So that's everything I know about Cannoli Cookie Cups after making them probably twenty or thirty times by now. They work for birthday parties, holidays, random Saturday afternoons when you want something sweet, or when you're sick of spending a fortune on bakery cannolis that shatter the second you try eating them. The best part is nobody needs plates or forks, and nobody ends up with powdered sugar and ricotta filling all over their clothes. oliver can eat three of these without needing a bath after, which is saying something because that kid is a mess with most desserts.
Need more easy dessert stuff? Try our Easy Harry Potter Butterbeer Cupcakes if you've got kids who are into that - they lose their minds over these and they're done fast. Our Easy Samoa Bundt Cake Recipe tastes exactly like those Girl Scout cookies but in cake form and way bigger. And if you're looking for something that's not dessert, our Easy French Dip Biscuits Recipe ready in 30 minutes is what I make when I realize at 5pm I have nothing planned for dinner and people are coming over.
Make these Cannoli Cookie Cups and tell me how they go. I actually read all of them, even the weird ones.
⭐⭐⭐⭐⭐ Rate this Cannoli Cookie Cups if you make it!
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Cannoli Cookie Cups
🍳 Equipment
- 1 Mini muffin tin (24-cup) (Spray well with nonstick spray)
- 2 Mixing bowls (For cookie dough and filling)
- 1 Electric mixer (Hand or stand mixer works)
- 1 Cooling rack (Let cookie cups cool completely)
- 1 Spoon or piping bag (For filling the cups)
- 1 set Measuring cups/spoons (Standard set)
Ingredients
For the Cookie Cups
- 1 cup butter - softened
- 1 cup sugar - granulated
- 1 egg large
- 2 teaspoon vanilla extract
- 2½ cups all-purpose flour
- 1 teaspoon baking powder
- ½ teaspoon salt
For the Cannoli Filling
- 15 oz whole-milk ricotta cheese - drain before using
- 8 oz mascarpone cheese
- 1 cup powdered sugar
- 1 teaspoon vanilla extract
- ½ cup mini chocolate chips - plus extra for topping
- 1 pinch cinnamon - optional
For Topping
- powdered sugar - for dusting
- chopped pistachios - optional, for garnish
Instructions
- Place ricotta in a strainer over a bowl and refrigerate for 1 hour to remove excess liquid. This helps keep the filling thick.
- Beat butter and sugar for 3 minutes until light and fluffy. Add egg and vanilla, then combine flour, baking powder, and salt separately. Mix dry ingredients into wet until just combined.
- Roll 1 tablespoon of dough into balls and press into a greased mini muffin tin to form cups with thin bottoms (¼ inch).
- Bake cookie cups at 350°F (175°C) for 12-15 minutes until edges are golden brown. Let cool in pan 5 minutes, then transfer to a rack.
- Beat drained ricotta, mascarpone, powdered sugar, vanilla, and cinnamon for 2-3 minutes until smooth and thick. Fold in mini chocolate chips and refrigerate.
- Spoon or pipe chilled filling into cooled cookie cups. Top with extra mini chocolate chips and dust with powdered sugar before serving.
- Serve immediately or within a few hours for the crispiest texture. Fill cups right before serving for best results.
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