Preheat the oven to 400°F (200°C).

Slice the delicata squash in half lengthwise and remove the seeds.

In a bowl, mix maple syrup, olive oil, salt, and black pepper.

Brush the squash halves with the glaze mixture and place them cut-side down on a baking sheet.

Roast in the preheated oven for 25-30 minutes until tender.

Remove from the oven, flip the squash, and brush with more glaze if desired.