Activate the Yeast: In a small bowl, combine the warm milk and granulated sugar. Sprinkle the yeast over the top and let it sit for about 5-10 minutes until foamy.
Mix Wet Ingredients: In a large mixing bowl, combine the melted butter, egg, and vanilla extract. Add the foamy yeast mixture and mix well.
Combine Dry Ingredients: In another bowl, whisk together the flour and salt. Gradually add the dry ingredients to the wet mixture, mixing until a dough forms.
Knead the Dough: Turn the dough out onto a floured surface and knead for about 5 minutes until smooth and elastic. You can also use a stand mixer with a dough hook.
Let It Rise: Place the dough in a greased bowl, cover it with a kitchen towel, and let it rise in a warm place for about 1 hour, or until doubled in size.
Prepare the Filling:
Make the Filling: In a small bowl, mix together the softened butter, brown sugar, and cinnamon until well combined.
Assemble the Rolls:
Roll Out the Dough: Once the dough has risen, punch it down and turn it out onto a floured surface. Roll it into a rectangle about 1/4 inch thick.
Spread the Filling: Evenly spread the cinnamon filling over the rolled-out dough. Sprinkle the chocolate chips on top.
Roll and Cut: Starting from one long side, tightly roll the dough into a log. Slice the log into 12 equal pieces.
Place in Baking Dish: Arrange the rolls in a greased 9x13-inch baking dish, leaving space between each roll. Cover with a kitchen towel and let them rise for an additional 30 minutes.
Bake the Rolls:
Preheat Oven: Preheat your oven to 350°F (175°C).
Bake: Bake the rolls in the preheated oven for 25-30 minutes, or until golden brown.
Prepare the Frosting:
Make the Frosting: In a mixing bowl, beat together the softened cream cheese and butter until smooth. Gradually add the powdered sugar and vanilla extract, mixing until combined. Add milk as needed to reach your desired consistency.
Serve:
Frost and Enjoy: Once the rolls are baked, let them cool for a few minutes before spreading the frosting on top. Serve warm and enjoy the delicious chocolatey goodness!