Preheat oven to 400 degrees. Line a baking sheet with parchment paper. To prepare the squash, cut in half along the vertical and remove seeds.
Cut squash into slices, about an inch thick, and place in a bowl. Drizzle squash with the olive oil, maple syrup, cinnamon, and generous pinches of salt and pepper. Toss together to combine and then lay out in an even layer onto the prepared baking sheet.
Roast about 15-20 minutes, turning once, until fork tender. Allow to cool slightly before serving or storing.