Roasted Winter Squash With Citrus Chile Crisp

Updated Nov. 18, 2025

Roasted Winter Squash With Citrus Chile Crisp
Bobbi Lin for The New York Times. Food Stylist: Rebecca Jurkevich. Prop Stylist: Megan Hedgpeth.
Total Time
50 minutes
Prep Time
5 minutes
Cook Time
45 minutes
Rating
5(323)
Comments
Read comments

This dish turns squash into the star of the table. The wedges roast until caramelized and tender, then get layered over a tangy bed of citrusy yogurt that cuts through their sweetness. The chile crisp — a mixture of shallots and garlic fried in oil until just golden then finished with crushed red pepper, sesame, paprika and lots of fresh zest from lemon and orange — brings heat, crunch and brightness all at once. Make the crisp ahead, holding off on the zest until the last minute, and you’ll find yourself spooning it over grilled chicken, a bowl of brothy beans, roasted potatoes, or really anything that could use a hit of spice and texture.

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Ingredients

Yield:8 servings
  • 4pounds winter squash, such as butternut, honey nut, kabocha or red kuri
  • ¾cup extra-virgin olive oil
  • Salt and freshly ground black pepper 
  • 2medium shallots, thinly sliced into rings 
  • 4large garlic cloves, thinly sliced 
  • 2tablespoons toasted sesame seeds 
  • 2teaspoons hot smoked paprika
  • ½teaspoon crushed red pepper
  • 1lemon 
  • 1small orange
  • 2teaspoons honey 
  • 2cups full-fat Greek yogurt
Ingredient Substitution Guide
Nutritional analysis per serving (8 servings)

1061 calories; 36 grams fat; 5 grams saturated fat; 0 grams trans fat; 15 grams monounsaturated fat; 3 grams polyunsaturated fat; 163 grams carbohydrates; 8 grams dietary fiber; 7 grams sugars; 24 grams protein; 848 milligrams sodium

Note: The information shown is Edamam’s estimate based on available ingredients and preparation. It should not be considered a substitute for a professional nutritionist’s advice.

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Preparation

  1. Step 1

    Adjust oven rack to center position and heat oven to 425 degrees. Cut each squash in half through the root end, then use a spoon to scoop out the seeds. Cut each half into 2-inch-thick wedges.

  2. Step 2

    Spread out the squash on a large rimmed baking sheet and drizzle with ¼ cup of oil. Season with salt and pepper and toss until well coated. Roast, flipping once, until golden brown and very tender, 25 to 30 minutes.

  3. Step 3

    Meanwhile, combine the shallots, garlic and remaining ½ cup olive oil in a small saucepan or skillet over medium heat. Cook, stirring often, until the shallots begin to shrivel, crisp and turn golden brown, 4 to 6 minutes. Immediately remove from heat and sprinkle in the sesame seeds, paprika, crushed red pepper and ½ teaspoon salt. Let cool for 10 minutes.

  4. Step 4

    Using a microplane, zest the entire lemon and half the orange directly into the chile crisp, then stir in the honey. (The chile crisp can be made 5 days ahead without the citrus zest; cover and chill. Bring to room temperature and stir in the zest just before serving.)

  5. Step 5

    Cut the lemon and orange in halves and squeeze the juices into a medium bowl. Add the yogurt, season generously with salt and stir until smooth.

  6. Step 6

    Spread the yogurt on a large platter, arrange the squash on top and drizzle with the chile crisp (or serve it on the side).

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Ratings

5 out of 5
323 user ratings
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Comments

Top w/ pomegranate seeds and toasted pine nuts

Some squash peels, like honeynut or delicata, are quite edible. Others, like pumpkin, are unpleasantly thick and fibrous. For a pumpkin or butternut, I might peel before serving, but probably ot before roasting.

Don’t you need to peel the squash? If not, are the shells edible or do you eat the the rest and leave the shell on the plate?

Made as written with delicata squash. Tasty and a nice foil to a richer side like risotto or mac and cheese. Yogurt felt too plain, however -- maybe some herbs would liven it up?

I think next time I will reduce the oil quantity before adding the spices, as I found the final dish too oily. Otherwise fun and delicious.

The squash is still roasting, so can't comment on the dish as a whole, but the chili crisp is so easy easy to make, and so delicious! It's the bomb. That is all.

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