Fluffy, gooey, and packed with Oreos, these cookies and cream cinnamon rolls are a dream come true for Oreo lovers! The soft dough is swirled with a rich Oreo and brown sugar filling and then topped with a smooth cream cheese frosting. My secret to a true Oreo flavor? A touch of black cocoa powder. Every bite is irresistibly gooey, chocolatey, and absolutely delicious!
Line a 9x13 baking pan with parchment paper. Set aside.
Process the Oreo cookies in a food processor until they are fine crumbs. Set aside. You'll need to use them in multiple steps!
In a small saucepan, whisk together the water and all-purpose flour. Cook over medium heat, whisking constantly, for 4-5 minutes until the mixture is a paste-like slurry. Scrape it into a bowl and set it aside until ready to use.
In a stand mixing bowl, mix the flour, sugar, yeast, 1/4 cup of the Oreo crumbs, and salt. Add the cream, milk, egg, vanilla, and tangzhong to the bowl. Knead on low speed with the dough hook for 2 minutes until it forms a rough dough ball.
With the mixer running on low, add the softened butter one tablespoon at a time, letting it fully incorporate before adding more. Then, continue kneading for another 8-10 minutes or until the dough looks smooth and elastic.
Remove the dough from the bowl and pull the sides into the bottom to create a smooth round ball. Place it seam-side down back into the mixing bowl. Cover with plastic wrap and set aside to rest for 30 minutes.
While the dough rests, combine the softened butter, brown sugar, Oreo cookie crumbs, black cocoa powder, and cinnamon until smooth.
Roll the rested dough onto a lightly floured surface into a 15×21 rectangle, with the longest side closest to you. Spread the Oreo filling across the dough, leaving a 1/2-inch border clean at the top.
Use a pizza cutter to cut twelve, 1 3/4-inch strips. Roll each strip away from you, then carefully transfer them to a parchment-lined 9×13 baking pan.
Cover the pan with plastic wrap and set it aside to rise for 1-2 hours or until the rolls double in size. Meanwhile, preheat the oven to 325 F/162 C.
When ready to bake, combine the crumb topping ingredients until crumbly. Place the crumbs on top of the cinnamon rolls, then bake for 25-35 minutes, or until the internal temperature of the center rolls reaches 185°F.
While the rolls are briefly cooling, make the frosting. Combine the softened cream cheese and butter. Then, mix in the powdered sugar. Once combined, whisk in the cream until smooth.
Spread over the cinnamon rolls and sprinkle with extra cookie crumbs if desired and enjoy!
Notes
*Measure your dry ingredients properly. This is my #1 baking tip! Do not ever scoop a measuring cup into your flour, as this always leads to using too much flour. Instead, use the spoon-level method. This means fluffing the flour first, then spooning it into your measuring cup/spoon. For the BEST results, use a kitchen scale!*Store the cinnamon rolls at room temperature in an airtight container or wrapped in the pan for 3-4 days.Reheating: Microwave the cinnamon rolls until warmed through or place them in a 350 F oven until warmed through.