Soft, fluffy chocolate cinnamon rolls swirled with a cinnamon chocolate filling and chocolate chips, baked to gooey perfection and topped with a sweet chocolate ganache. The chocolate lover's dream cinnamon roll.
In the bowl of a stand mixer, whisk together the warm chocolate milk and yeast.
Let sit for about 5 minutes until it becomes foamy on top.
Make the Chocolate Dough
Add eggs, softened butter, sugar, and salt.
Stir in the cocoa powder, espresso powder and 3 cups of flour.
Let the dough rest for 5 minutes — this helps the cocoa hydrate.
Knead with the dough hook for 5–7 minutes, adding the extra 1/2 cup flour as needed until the dough becomes soft, slightly sticky, and smooth.
Cover and let rise for 30 minutes.
Make the Filling
Mix butter, cocoa powder, brown sugar, cinnamon, and vanilla until smooth and fudgy.
Shape the Rolls
Roll the dough into a large rectangle about ½-inch thick.
Spread the chocolate cinnamon evenly across the surface.
Sprinkle the cup of chocolate chips on top of the filling.
Roll up tightly and slice into 12 large rolls or slice 2 inch pieces of the dough lengthwise with a pizza or pastry cutter, and roll each piece of dough into an individual cinnamon roll.
Second Rise
Arrange the rolls in a greased 9×13" pan.
Cover and rise for another 30 minutes.
Cream Pour & Bake
Preheat oven to 375°F.
Warm the heavy cream and pour it over the risen rolls — this helps keep the centers soft and gooey.
Bake for 20–22 minutes, or until the rolls are set but still soft in the middle.
Chocolate Ganache
Heat the heavy cream in the microwave or over the stove until steaming, but not boiling.
Pour over the cup of chocolate chips and let sit for 30 seconds before stirring together. Mix until smooth.
When the triple chocolate rolls are done, drizzle the ganache on top of all the rolls.