Chili Roasted Butternut Squash
Prep time
Cook time
Total time
Any kind of large, smoother skinned winter squash will be great in this recipe.
Recipe type: Vegetables, Side Dish
Serves: 8 - 10 servings
  • Butternut squash - about a 4 to 5 pounder
  • 2 tablespoons olive oil
  • kosher salt & fresh cracked pepper
  • ¼ cup light brown sugar
  • 1 &1/2 teaspoons ground cumin
  • 1 &1/2 teaspoons smoked paprika
  • 1 teaspoon chipotle chili powder
  • 1 teaspoon granulated onion powder
  • ½ teaspoon ground cinnamon
  • ½ teaspoon granulated garlic powder
  • 2 tablespoons butter
  • additional salt & pepper to taste
  1. Set the oven to 350º. Line 2 heavy baking sheets with parchment paper. It's best to use two baking sheets, to ensure even roasting and to get some nice color on the squash.
  2. Begin preparing the squash by cutting it in half from top to bottom.
  3. Lay the halves cut side down on a cutting board. [it is best to put on a pair of disposable gloves when cutting up squash - the moisture in winter squash turns into an impenetrable coating on your hands once it dries. Not harmful, but no fun to get off either, so save some time and put on the gloves]
  4. Use a vegetable peeler to peel all of the skin from the outside of the squash.
  5. Flip the halves over, and scoop out the seeds.
  6. Cut the squash into 1 inch cubes.
  7. Place all of the cubes in a large bowl, and drizzle over the oil oil. Sprinkle on the salt and pepper, and mix with a large spoon, to get everything coated in the oil.
  8. Spread the squash out on the prepared baking sheets - it should be in a single layer as much as possible.
  9. Roast the squash in the oven for 50 to 70 minutes, stirring every so often to get it evenly cooked.
  10. Meanwhile, in a small bowl, combine the brown sugar, cumin, paprika chili powder, onion powder, cinnamon and garlic powder. If needed push the mixture through a mesh strainer to get out any lumps.
  11. When the squash is easily pierced with the tip of a sharp knife, and it pretty soft, dump all of the squash onto one baking sheet. Melt the butter and pour over the squash, followed by the sugar and spice mixture. Gently mix it all together, and then spread it out evenly again [though it will be more crowded now of course]
  12. Return to the oven for another 10 minutes or so, until the sugar has somewhat caramelized.
  13. Remove to a bowl and serve hot. If making ahead, allow it to cool still on the sheet pan, then refrigerate until dinner time. It will take 30 minutes or so to reheat, in a casserole dish, uncovered at 350º.
Recipe by The Creekside Cook at