Preheat your oven to 400°F (200°C) and line a large rimmed baking sheet with parchment paper.
Peel and cube the acorn squash into 1-inch pieces, and cut the chicken breast into similar-sized bite-sized chunks.
In a large mixing bowl, combine the chicken and squash, then drizzle with the extra virgin olive oil.
Add the sea salt, black pepper, garlic powder, and dried thyme to the bowl and toss thoroughly until every piece is well-coated.
Spread the chicken and squash mixture in a single layer onto the prepared baking sheet, ensuring they are not overcrowded.
Roast for 20 to 25 minutes, tossing halfway through, until the chicken is cooked through and the squash is tender and golden.
While the pan is in the oven, place the chopped kale in a medium bowl and massage with the apple cider vinegar to soften the leaves.
Divide the massaged kale between plates and top with the hot roasted chicken and squash mixture.