Preheat your oven to 400°F and line a large baking sheet with parchment paper.
Place the cubed butternut squash, sliced apple, and chicken breast on the sheet, drizzling with olive oil and seasoning with salt, pepper, thyme, and cinnamon.
Roast for 25-30 minutes until the squash is fork-tender and the chicken reaches an internal temperature of 165°F.
While roasting, sauté the diced onion and garlic in a small pan over medium heat until translucent and fragrant.
Remove the chicken from the pan and set aside to rest; transfer the roasted squash, apple, sautéed onion, garlic, and bone broth into a high-speed blender.
Blend until the soup is completely smooth and creamy, adding a splash of water if a thinner consistency is desired.
Slice the roasted chicken into thin strips and serve it directly on top of the warm soup.