Chocolate Chai Cinnamon Rolls are my way of giving the hardest thing for me to share: my time.

Chocolate Chai Cinnamon Rolls on a white plate with icingTime is something I never seem to have enough of and, as a result, I am a chronic multitasker. I cannot simply talk on the phone—I need to talk and unload the dishwasher and attend the pile of laundry that’s been giving me the evil eye for the past three days. While sitting in an unproductive meeting, I’m making my grocery list. No day holds enough hours to manage my full-time job (that one where I put on black pants, open Excel, and sit at a desk), my other full-time job (the one where I put on yoga pants, bake pumpkin mac and cheese, and talk to all of you), my inbox, my need for clean underwear, and all of those other self-actualizing activities I suppose I should be doing (reading, meditating, paying attention to my husband, etc.) I cannot do all, so I try to do all at once. I multitask. To all parents: I am in awe.
Chai cinnamon rolls in a baking dish and on two white plates

A few nights ago, Ben said something striking that caused me to reevaluate my level of multitasking: “I’m beginning to wonder if I won’t recognize your face unless it’s behind a screen.” When he said this, I was standing two steps into our front door, coat half unbuttoned, reading an article on my iPhone. I had started this article while waiting for the elevator on my way to pick Ben up at the library—because clearly, I cannot simply stand and wait for an elevator. I need to be doing something. I read a few paragraphs at each red light, and now I was attempting to read while taking off my coat. Am I really that busy that I can’t dedicate 30 undivided seconds to hanging up my jacket?

CChocolate Chai Cinnamon Rolls. Fluffy, buttery dough wrapped around a dark chocolate filling with warm chai spices like cinnamon and cardamom. Soft, gooey, and every bite has chocolate!

Acute (if self-imposed) busyness might be at the root of my multitasking, but Ben’s comment hit on something more— I am seemingly incapable of letting an undistracted moment pass. Can I not sit quietly with my thoughts instead of my Facebook newsfeed, pray instead of checking Pinterest, or look out the window instead of at the TV?

I need to make time away from the screen, which is another way of saying I need to make Chocolate Chai Cinnamon Rolls.
Two white plates with cinnamon rolls

Chocolate Chai Cinnamon Rolls are perhaps the most rewarding gift of time out there, because every second you spend making them is repaid 100 fold by the satisfaction of each bite. The filling is deep and rich, but not overwhelmingly so. The dark chocolate flavor plays gently in the background, the warm cinnamon, cardamom, and cloves build slowly, and the candied ginger gives just the right bite. The dough is soft, fluffy, and tinted with spices. The glaze is drippy and decadent, but it lets the filling be the star.

Chocolate Chai Cinnamon Rolls taste so fantastic, they rendered me incapable of multitasking. Every iota of my attention went into appreciating the layers of light, sweetly spiced dough wrapped around the delicately balanced chocolate-chai filling. Attempting to do something else at the same moment I was enjoying them, even reading a text message, would have felt like an insult. Instead, I sipped my coffee slowly and deliberately devoured every bite.

Chocolate Chai Cinnamon Rolls on white plates next to a mug of tea

This Chocolate Chai Cinnamon Roll recipe can be prepped in advance (refrigerate the unbaked rolls for up to 24 hours or freeze for up to four weeks) and will yield two small pans. I strongly encourage you to enjoy each pan in its own way. Relish the first just as I mentioned above—in quiet, undivided appreciation with a cup of coffee or tea. For the second, invite your closest friends for breakfast (or hey, a midday snack). Place the warm pan on the table, put your cell phones away, and give each other the best gift of all:


Two plates with chai cinnamon rolls
Print Review
5 from 1 vote

Chocolate Chai Cinnamon Rolls

Chocolate Chai Cinnamon Rolls are tender, fluffy, and scented with warm chai tea spices. The dark chocolate filling is perfectly balanced, and the glaze sweet and spiced with cinnamon. These special rolls are perfect to enjoy with friends and family, at a special occasion, or in a quiet moment with a cup of tea. The unbaked rolls can be refrigerated for up to 24 hours or frozen for up to four weeks. By making the dough ahead, you can have warm, chocolatey, spiced rolls on your table less than half an hour after you wake up!
Prep Time: 45 mins
Cook Time: 20 mins
Total Time: 3 hrs 50 mins
Servings: 18 rolls (two 9x9-inch pans)


For the Dough:

  • 1 cup whole milk - or substitute 5/8 cup (5 ounces skim milk, plus 3/8 cup (3 ounces) half and half)
  • 3 tablespoons unsalted butter
  • 1 cup white whole wheat flour  - or substitute unbleached all purpose flour
  • 1/2 cup granulated sugar
  • 1 large egg
  • 1 teaspoon pure vanilla extract
  • 1 package Red Star Platinum Instant Yeast - (1/4 ounce or 2 1/4 teaspoons)
  • 1 teaspoon kosher salt
  • 1 1/4 teaspoons cinnamon
  • 1/2 teaspoon cardamom
  • 1/4 teaspoon ground cloves
  • 2 1/2 cups unbleached all purpose flour - plus additional for kneading

For the Filling:

  • 8 ounces semisweet chocolate - (preferably chocolate bars, but chocolate chips can be used in a pinch)
  • 1/4 cup granulated sugar
  • 1/4 cup brown sugar, - light or dark
  • 1 tablespoon ground cinnamon
  • 1 teaspoon ground cardamom
  • 1/2 teaspoon ground ginger
  • 1/2 teaspoon kosher salt
  • 1/4 teaspoon fresh cracked black pepper
  • 1/8 teaspoon ground cloves
  • 3 tablespoons unsalted butter - at room temperature
  • 1/3 cup finely chopped candied ginger

For the Glaze:

  • 1 cup powdered confectioners' sugar, - sifted
  • 2 tablespoons half and half - or heavy cream
  • 1/8 teaspoon cinnamon
  • 1/8 teaspoon cardamom
  • 1/8 teaspoon cloves


  • Prepare the dough: Pour milk into a large glass measuring cup. Add butter and microwave on high, until the butter melts and the mixture is warmed to 120°F to 130°F (it should feel warm but not hot.) Start with 30 seconds, then microwave in 10 second intervals, until the desired temperature is reached. Once heated, pour into the bowl of standing mixer fitted with paddle attachment or a large mixing bowl.
  • Add white whole wheat flour, granulated sugar, egg, vanilla, yeast, salt, cinnamon, cardamom, and cloves. Beat on low speed for 3 minutes, stopping occasionally to scrape down sides of bowl. Add 2 and 1/2 cups all purpose flour. Beat on low speed, until the flour is absorbed and the dough is no longer sticky, scraping down sides of bowl as you go. If dough is very sticky, add more flour one tablespoon at a time, combining after each, just until dough begins to form a shaggy ball and pulls away from sides of bowl. It should still feel somewhat sticky and tacky.
  • If using a stand mixer, fit the mixer with a dough hook and knead on medium low for 6 minutes, until smooth and elastic. If kneading by hand, turn the dough out onto lightly floured work surface and knead until smooth and elastic, about 8 minutes. Add a little flour, one tablespoon at a time, go if the dough is too sticky. Lightly oil a large, clean bowl with cooking spray. Form dough into a ball and place it in the bowl, turning once to coat with oil. Cover bowl with plastic wrap or a clean kitchen towel. Let rise in a warm, draft-free place until doubled in volume, about 2 hours.
  • Make the filling: If using a chocolate bar, roughly chop the chocolate into chunks. In the bowl of a food processor fitted with a steel blade, place the chocolate granulated sugar, brown sugar, cinnamon, cardamom, ground ginger, salt, black pepper, and cloves. Pulse until the chocolate is very finely chopped and some parts are powdery. Add the butter and pulse again, until the butter is evenly distributed throughout the chocolate. (If you do not have a food processor, chop the chocolate very finely, then stir in the sugar, spices, salt, pepper, and butter until you have a rough paste.) Add candied ginger and pulse a few additional times, just until barely combined. Set mixture aside.
  • Form the rolls: Once the dough has doubled, turn it out onto a well-floured work surface. (To test if the dough has completed rising, gently press it with your first two fingers; if the indentation remains, the dough is ready.) Roll the dough into a 16-inch x 12-inch rectangle (be sure to measure.) Sprinkle the filling evenly over the dough, leaving a 1/2-inch border uncovered on each side. It might seem like too much filling, but use all of it. Starting at one of the long edges, roll the dough into a tight log, then tightly pinch the end to seal. Turn log so that the seam side is down, then carefully trim each end so that they are straight. (The end scraps can be baked separately in lightly greased ramekins.) Gently stretch and pat the log as needed so that it is 18 inches in length and roughly even in diameter. With a serrated knife, gently saw the log into 18 1-inch segments.
  • Lightly mist two 9 x 9-inch baking pans with cooking spray (a square 8 x 8-inch pan or round 9-inch pan will work as well.) Arrange the rolls in the pans, cut sides up, dividing the rolls evenly between each. Cover the baking dishes with plastic wrap or a clean kitchen towel and let rise in a warm, draft-free place until doubled in volume, about 45 minutes. (It may take a bit longer but is worth the wait).
  • Place rack in the center of your oven and preheat to 375°F. Bake rolls until the tops are golden and the centers reach 185°F to 190°F, 20-25 minutes. Check the rolls at the 15 minute mark—if they begin to brown too quickly, cover the pan with foil and continue baking until complete. Remove from oven and place pan on a cooling rack for 5 minutes.
  • While the rolls bake, prepare the glaze: Stir together the sifted powdered sugar, half and half, cinnamon, cardamom, and cloves. Once rolls have cooled 5 minutes, drizzle over the rolls using the tines of a fork or a small spoon, and serve warm.


Make ahead note: In Step 6, rather than let the rolls rise at room temperature, you can cover the pans loosely with plastic wrap lightly coated in cooking spray, then place refrigerator to let rise overnight. Let rolls sit at room temperature 15 minutes before baking.
Course: Breakfast
Cuisine: American
All text and images ©Erin Clarke / Well Plated
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When baking Chocolate Chai Cinnamon Rolls, be sure to mind your yeast! I bake exclusively with Red Star Yeast, because I have fantastic results every time. For Chocolate Chai Cinnamon Rolls, I recommend Red Star Platinum to create the fluffiest possible dough. If you’re new to baking with yeast (or just want to sharpen your bread-baking skills), check out Red Star’s helpful videos and baking tips, along with everything you need to know about yeast. For recipe ideas and inspiration, follow Red Star Yeast on Facebook, Twitter, Pinterest.

Disclosure: This recipe was developed by me, on behalf of Red Star Yeast. Red Star Yeast compensated me for my time to create this recipe and post. As always, all opinions are 100% my own.