Set your oven to 425°F (220°C). Line a baking sheet with parchment paper for easy cleanup.
Prep the Squash
Wash the delicata squash thoroughly, as the skin is edible. Slice off the ends, then cut the squash in half lengthwise. Scoop out the seeds and stringy pulp with a spoon. Slice into ½-inch half-moons.
Season
Toss the squash slices in olive oil, salt, pepper, and smoked paprika (if using). Arrange in a single layer on the prepared baking sheet.
Roast
Roast the squash in the oven for 20-25 minutes, flipping halfway through, until golden brown and caramelized.
Make the Aioli
In a small bowl, whisk together mayonnaise, sriracha, lime juice, and garlic until smooth. Taste and adjust sriracha for heat.
Serve
Arrange the roasted squash on a platter, and either drizzle the aioli on top or serve it on the side as a dipping sauce. Garnish with fresh herbs like parsley or cilantro, if desired.