Double Chocolate Cinnamon Rolls

Freshly baked Double Chocolate Cinnamon Rolls with glossy chocolate glaze dripping down the spiraled sides Save to Pinterest
Freshly baked Double Chocolate Cinnamon Rolls with glossy chocolate glaze dripping down the spiraled sides | recipesbyroxanne.com

These double chocolate cinnamon rolls feature a soft cocoa-enriched dough swirled with a sweet brown sugar, cocoa, and cinnamon filling. Dark chocolate chips are scattered throughout for extra indulgence. The freshly baked rolls are crowned with a silky chocolate glaze that seeps into every warm layer. Perfect for weekend breakfasts or as an impressive dessert, these rolls combine the comforting spice of traditional cinnamon rolls with intense chocolate flavor.

The first time I made chocolate cinnamon rolls, my husband walked into the kitchen and asked why I was making brownies in a bread pan. That rich cocoa dough rising on the counter looked completely wrong to him, but the moment they came out of the oven, swirling with dark chocolate and smelling like a bakery crossed with a chocolate shop, he stopped questioning everything.

I made these for a snowy weekend brunch when my sister was visiting, and we ended up eating them straight from the pan with forks, standing around the kitchen island while snow piled up outside the windows. They were so good we forgot to brew coffee.

Ingredients

  • All-purpose flour: Creates the structure for these pillowy rolls, and dont be tempted to skip it even though youre adding cocoa
  • Unsweetened cocoa powder: This transforms ordinary cinnamon roll dough into something chocolate lovers dream about
  • Instant yeast: I keep a stash in my freezer because it eliminates the whole dissolving step and never fails me
  • Whole milk: Room temperature works best, and I warm it for 20 seconds in the microwave if I forget to take it out early
  • Unsalted butter: Melted for the dough and softened for spreading gives you the best of both worlds
  • Brown sugar: The molasses in brown sugar creates this incredible caramel-like gooeyness in the filling
  • Dark chocolate chips: I use chocolate chunks instead sometimes for those melty pockets throughout the swirl

Instructions

Mix the dough foundation:
Whisk together flour, cocoa powder, yeast, sugar, and salt in your largest bowl until the cocoa is evenly distributed
Bring the dough together:
Pour in warm milk, melted butter, and the egg, then stir until everything comes into a shaggy, sticky ball
Knead until smooth:
Work the dough for 8 to 10 minutes until it feels like silk and your hands are covered in chocolate speckles
Let it rise:
Place the dough in a greased bowl, cover it with a warm towel, and walk away for about an hour until its doubled in size
Roll and fill:
Roll the dough out, spread butter everywhere, then shower it with the brown sugar cocoa mixture and scatter those chocolate chips like confetti
Shape into spirals:
Roll the dough tight from the long edge, slice into 12 equal pieces, and nestle them into your greased baking dish
Second rise and bake:
Let them puff up for 30 to 45 minutes, then bake at 350 degrees until theyre set and your whole house smells like chocolate
Finish with chocolate glaze:
Whisk powdered sugar, cocoa, milk, and vanilla until smooth, then drizzle it generously over the warm rolls
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| recipesbyroxanne.com

These became my go-to birthday breakfast after my daughter requested them instead of cake one year. Now she asks for them every single birthday morning.

Make Ahead Magic

I assemble these the night before sometimes, letting them do their second rise in the refrigerator while I sleep. Taking the cold pan out and letting everything come to room temperature for an hour before baking feels like such a smart morning hack.

Filling Variations

My friend adds chopped pecans to her filling, and another time I stirred in white chocolate chips for this cookies and cream situation that was completely over the top. The base chocolate dough plays nicely with almost anything you want to hide inside those spirals.

Serving Suggestions

These are rich enough to stand alone, but I love serving them with fresh berries or vanilla ice cream when I want to pretend this is a fancy dessert instead of just breakfast.

  • Warm them for 15 seconds in the microwave if theyre a day old
  • The glaze firms up in the fridge but softens beautifully at room temperature
  • These freeze well before baking if you want to stash half for later
Soft chocolate-swirled Double Chocolate Cinnamon Rolls cooling in a baking pan with rich fudge frosting Save to Pinterest
Soft chocolate-swirled Double Chocolate Cinnamon Rolls cooling in a baking pan with rich fudge frosting | recipesbyroxanne.com

There is something deeply comforting about pulling a pan of warm chocolate cinnamon rolls from the oven, especially when it is raining outside and everyone is still in their pajamas.

Recipe Questions & Answers

Yes, you can refrigerate the rolls after placing them in the baking dish. Let them rise at room temperature for about 1 hour before baking the next morning.

Dark chocolate chips or chopped dark chocolate (60-70% cocoa) provide the best balance of sweetness and intensity. Semi-sweet chocolate also works well if you prefer a milder flavor.

The rolls should be set and lightly browned on top. An instant thermometer inserted into the center should read 190-200°F. The edges should pull away slightly from the pan.

Baked rolls freeze well for up to 3 months. Wrap individually in plastic and foil, then thaw at room overnight and reheat gently. You can also freeze unbaked rolls; thaw overnight in the refrigerator, let rise, then bake as directed.

Humidity and flour absorption can vary. If dough is too sticky, add flour 1 tablespoon at a time. If too dry, add milk 1 teaspoon at a time. The dough should be tacky but manageable after kneading.

Absolutely. Knead by hand on a lightly floured surface for 8-10 minutes until smooth and elastic. The dough is forgiving and responsive to hand kneading.

Double Chocolate Cinnamon Rolls

Soft fluffy rolls with chocolate-cinnamon swirl and rich glaze

Prep 30m
Cook 25m
Total 55m
Servings 12
Difficulty Medium

Ingredients

Dough

  • 3 1/2 cups all-purpose flour
  • 1/4 cup unsweetened cocoa powder
  • 1 packet (2 1/4 teaspoons) instant yeast
  • 1/3 cup granulated sugar
  • 1/2 teaspoon salt
  • 1 cup whole milk, warmed
  • 1/4 cup unsalted butter, melted
  • 1 large egg, room temperature

Filling

  • 1/2 cup brown sugar, packed
  • 1/4 cup unsweetened cocoa powder
  • 1 1/2 teaspoons ground cinnamon
  • 1/4 cup unsalted butter, softened
  • 1/2 cup dark chocolate chips or chopped chocolate

Chocolate Glaze

  • 1 cup powdered sugar
  • 1/4 cup unsweetened cocoa powder
  • 2-3 tablespoons whole milk
  • 1/2 teaspoon vanilla extract

Instructions

1
Prepare Dry Ingredients: Combine flour, cocoa powder, yeast, sugar, and salt in a large mixing bowl.
2
Mix Dough: Pour in warm milk, melted butter, and egg. Stir until a sticky, uniform dough forms.
3
Knead Dough: Knead by hand on a floured surface or with a stand mixer for 8-10 minutes until smooth and elastic.
4
First Rise: Transfer dough to a greased bowl, cover with plastic wrap or a towel, and let rise in a warm, draft-free area until doubled in volume, approximately 1 hour.
5
Shape Dough: Punch down risen dough and roll out on a lightly floured surface into a 16x12-inch rectangle.
6
Add Butter Layer: Spread softened butter evenly over the entire surface of the rolled dough.
7
Prepare Filling: Mix brown sugar, cocoa powder, and cinnamon in a small bowl until well combined.
8
Apply Filling: Sprinkle the sugar-cocoa mixture evenly over the buttered dough, then distribute chocolate chips on top.
9
Roll and Slice: Starting from one long edge, roll the dough tightly into a log. Cut into 12 equal pieces using a sharp knife or unflavored dental floss.
10
Second Rise: Arrange rolls in a greased 9x13-inch baking dish. Cover and let rise until puffy and visibly increased in size, about 30-45 minutes.
11
Preheat Oven: Heat oven to 350°F during the final minutes of the second rise.
12
Bake: Bake rolls for 22-25 minutes until set and lightly browned on top. Avoid overbaking to prevent dryness.
13
Prepare Glaze: While rolls cool slightly, whisk powdered sugar, cocoa powder, 2 tablespoons milk, and vanilla extract until smooth. Add additional milk as needed for desired consistency.
14
Glaze and Serve: Drizzle chocolate glaze generously over warm rolls. Serve immediately while still warm for best texture and flavor.
Additional Information

Equipment Needed

  • Large mixing bowl
  • Rolling pin
  • 9x13-inch baking dish
  • Pastry brush
  • Wire whisk
  • Stand mixer with dough hook (optional)
  • Sharp knife or dental floss for slicing

Nutrition (Per Serving)

Calories 320
Protein 6g
Carbs 48g
Fat 12g

Allergy Information

  • Contains wheat (gluten)
  • Contains milk and dairy products
  • Contains eggs
  • May contain traces of soy from chocolate chips
  • Individuals with nut allergies should verify chocolate chip labeling for cross-contamination warnings
Roxanne Phillips

Passionate home cook sharing easy, comforting recipes and simple cooking tips for busy families.