Kitchen Fun With My 3 Sons

Chocolate Cinnamon Rolls

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Chocolate Cinnamon Rolls are soft and warm rolls filled with a rich and gooey chocolate filling and chocolate glaze. These homemade cinnamon rolls are a chocolate lover’s dream!

Chocolate Cinnamon Rolls on a white table.

Cocoa Cinnamon Rolls

This recipe is a bit longer than your normal cinnamon roll recipe, but it is worth the chocolatey result. The chocolate filling just melts in your mouth with every bite. This is more of a dessert-style cinnamon roll, but it can be eaten for breakfast if you choose.

Key Ingredients You’ll Need

Instant Yeast: You need this to be able to let the dough rise. This will be combined with the warmed milk, egg, and butter to activate it.

Flour: You will need white bread flour so that the dough becomes sticky and airy.

Sugar: You will need three types of sugar, dark brown, regular sugar, and powdered sugar for the filling and glaze.

Cinnamon: This of course is where you get the cinnamon rolls and you can you more or less depending on what you prefer.

Cocoa Powder: I prefer using Dutch Processed Cocoa Powder, but Hershey’s brand will work as well. You will also need semi-sweet chocolate for the glaze.

How To Make Chocolate Cinnamon Rolls

Step 1. In a large mixing bowl with a dough hook, put in the warm milk, yeast, egg, sugar, salt, and melted butter and combine with a whisk by hand until fully incorporated. Put in the flour and combine on the lowest speed setting for 3 minutes and use a spatula to scrape the sides as needed. Use a dry finger to test if the dough is sticky enough. If it does stick to your finger, add about 1 tbsp of flour until it doesn’t. Add a bit of oil into a large clean bowl and flip the dough into it. Spin the dough to coat it in oil then cover it with plastic wrap and leave for an hour in a warm area to double in size.

Step 2. In a bowl, add the softened butter, brown sugar, cinnamon, and cocoa powder and combine until fully incorporated with a spoon. If the butter isn’t soft enough, you can melt it. When the dough has doubled, punch it to release the air and place it onto a lightly floured counter. Roll the dough into a rough rectangle using your hands. It should be about 40cm by 20 cm. Use a spatula to spread the chocolate and cinnamon filling evenly on top of the dough. Leave about a 1 cm gap from the sides. Sprinkle the chopped semi-sweet chocolate on top and press gently into the dough using your hands.

Step 3. Make sure to clean your hands before rolling the dough so none of the chocolate touches the outside of the roll. Starting with the longest side facing you, use your hands to tightly roll it into a log. Pinch the seam with your fingers before cutting the roll in half. Slice into 6 even portions which you can eyeball or measure with a ruler. In a large baking dish, add 1 tbsp of butter and arrange the rolls into the prepared dish with a little space between each. Place plastic wrap on top to cover and set aside for 30 minutes in a warm area to puff up.

Step 4. Set the oven to 350 degrees. Use 2 tbsps of melted butter and brush onto the rolls evenly. Place the baking dish into the middle rack of the oven and bake for 22 minutes or until light brown. Take out of the oven and transfer to a cooling rack. Prepare the glaze while the rolls cool.

Step 5. In a bowl, add the cocoa powder, powdered sugar, and milk and combine with a whisk until thin and pourable. Add about 3/4 of the prepared glaze on top of the rolls in the baking dish. Take the rolls out and drizzle with the rest of the chocolate glaze. Serve warm and enjoy!

How To Store Chocolate Cinnamon Rolls?

Place the rolls in an airtight container for the best storage method. These can be kept at room temperature, but it’s best to store them in the fridge because they will only last a short while at room temperature.

Can You Freeze Chocolate Cinnamon Rolls?

If you want your recipe to last a lot longer, you can extend the shelf life by keeping them stored in the freezer. They will keep in the freezer for up to 3 months.

A close up of the recipe.

More Cinnamon Roll Recipes:

Chocolate Cinnamon Rolls with a bite taken out.
Chocolate Cinnamon Rolls feature

Chocolate Cinnamon Rolls

Published By Jill
Chocolate Cinnamon Rolls are soft and warm rolls filled with a rich and gooey chocolate filling and chocolate glaze. These are a chocolate lover's dream!
No ratings yet
Prep Time 30 mins
Cook Time 22 mins
Total Time 52 mins
Course Dessert
Cuisine American
Servings 12 rolls
Calories 307 kcal

Ingredients
  

  • 1.75 cups whole milk warmed (*see notes)
  • 2.25 tsps./1 packet instant yeast
  • 1 large egg room temperature
  • 3 Tbsp sugar
  • 0.5 tsp salt
  • 3 Tbsp butter melted
  • 4.5 cups white bread flour plus extra if the dough is sticky
  • 1 Tbsp butter for greasing the dish
  • 2 Tbsp butter for brushing the rolls

For the filling

  • 1/4 cup butter softened
  • 3 Tbsp dark brown soft sugar
  • 2 Tbsp cinnamon
  • 2 Tbsp cocoa powder Dutch processed
  • 3/4 cup semi-sweet chocolate finely chopped

For the glaze

  • 4 Tbsp cocoa powder Dutch processed
  • 1 cup powdered sugar
  • 4 Tbsp whole milk

Instructions
 

  • To make the dough. Fit a stand mixer with the dough hook and large mixing bowl. Add thewarm milk, yeast, egg, sugar, salt, and melted butter into the bowl. Whisk thoroughly by handuntil combined.
  • Tip in the flour and turn the stand mixer to its lowest speed. Mix for 3 minutes. You will needto scrape down the dough once or twice.
  • After 3 minutes, touch the dough with a clean dry finger. If the dough doesn’t stick to yourfinger it is ready. If it does, add extra flour a tablespoon at a time, mixing as you go until thedough doesn’t stick to your finger when you test it. (SEE NOTES ON CHECKING DOUGH)
  • When the dough is ready it will feel tacky and pliable. Add a small drizzle of any oil to a largeclean bowl and turn your dough out into it. Rotate the dough so that it’s oiled on all sides thencover it with cling wrap and leave to rise somewhere warm for 1 hour. It should double in sizewithin that time.

Filling

  • Meanwhile, make the filling. Add the softened butter, brown sugar, cinnamon, and cocoapowder to a bowl. Use a spoon to thoroughly mix all the ingredients. You can melt the butterfor a few seconds in the microwave first if it’s not soft enough. Set aside for now.
  • When the dough has risen, punch the air out then transfer it to a lightly floured surface. Useyour hands to shape the dough into a roughly rectangular shape then roll it out to a rectanglemeasuring 40cm by 20cm. It doesn’t have to be exact.
  • Spread the chocolate and cinnamon filling over the surface of the dough leaving a gap ofabout 1cm around the edge.
  • Scatter over the chopped chocolate. Use your hands to gently press the chocolate into thedough so that it doesn’t escape when you roll it up.
  • Wash your hands before you begin rolling so none of the chocolate transfers to the outside of the rolls.
  • With the longest edge facing you, tightly roll up the dough into a sausage shape. When you’redone rolling, pinch the seam together with your fingertips then cut the dough sausage in themiddle so that it’s easier to handle.
  • Cut each section into 6 equal pieces. You can eyeball it or measure it with a ruler for accuracy.Our rolls were 4.5cm each.
  • Grease a large baking dish with 1 tbsp butter then arrange the Chocolate Cinnamon Rolls sothat there is a little room in-between each one. Cover with cling wrap and leave somewherewarm for 30 minutes. The rolls will puff up in size during that time.
  • Meanwhile, preheat the oven to 350ºF.
  • Once risen, brush the rolls with 2 tbsps of melted butter.
  • Put the dish into the center of the preheated oven and bake for 22 minutes or until goldenbrown. Remove from the oven and place the dish on a wire rack to cool.

Chocolate Glaze

  • Meanwhile, make the chocolate glaze. Put the cocoa powder, powdered sugar, and milk into abowl. Whisk until thoroughly combined. The glaze will be a thin, pourable consistency.
  • Pour 3/4 of the glaze directly on top of the Chocolate Cinnamon Rolls while they are still in thebaking dish.
  • Remove from the dish and drizzle over extra chocolate glaze.

Notes

Milk – This recipe calls for warm milk and it’s important that it isn’t too hot. We don’t use a thermometer opting to heat the milk in 30-second intervals in the microwave. This usually only takes just over a minute. To check the milk isn’t too hot put your finger into it. If you can leave your finger in the milk comfortably then the milk is at the correct temperature. If it feels hot like bath water leave it to cool down before using.
Yeast – This recipe calls for instant yeast. You can use active, quick, or fresh yeast but do check the packet instructions as timings may vary.• Scoop and level the flour to measure it. It is preferable to use bread flour as it has a higher percentage of protein which leads to a softer dough. However, we have tested this recipe with all-purpose flour and it does work.• When you touch the dough with a clean and dry finger it will feel tacky but it should not stick to your finger. You may need to add up to 1/2 a cup of extra flour a tablespoon at a time.
Dough –  If you don’t have a stand mixer you can still make Chocolate Cinnamon Rolls by hand. Once you’ve added the flour use a spatula to mix it into a shaggy dough then turn the dough out onto a floured surface and knead it for 5-8 minutes until you have a slightly tacky yet soft and pliable dough. You may need to add extra flour as directed above.• Don’t overwork the dough as it will develop too much gluten and the rolls won’t be as soft.
Rising – If the rolls don’t rise it’s probably because they weren’t warm enough. Simply wait longer than the time stated so that the yeast has a chance to work. The other reason for non rising is inactive yeast or the milk was too hot killing the yeast.
Sugar – We used dark brown soft sugar for the chocolate and cinnamon filling. You can use light brownsugar or white sugar if you prefer.
Re-heating – Chocolate Cinnamon Rolls can be easily reheated in the oven or microwave.
Storage – Store in an airtight container at room temperature for up to 3 days. Chocolate Cinnamon Rolls freeze well for up to one month.

Nutrition

Serving: 12gCalories: 307kcalCarbohydrates: 47gProtein: 9gFat: 14gCholesterol: 46mgSodium: 197mgFiber: 4gSugar: 19gCalcium: 86mg
Tried this recipe?Mention @kitchenfunwithmy3sons or tag #kitchenfunwithmy3sons!
Chocolate Cinnamon Rolls are soft and warm rolls filled with a rich and gooey chocolate filling and chocolate glaze.
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ABOUT JILL

I am a mom of 3 awesome boys that love to get crafty with me in the kitchen. Our blog is full of all sorts creative food ideas for the Holidays, Party Ideas, Free Printables, Featured DIY Ideas, Recipes, & Kids Craft Ideas! Read more...

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