Heat the olive oil in a skillet over medium heat. Add the ground turkey, onion, and garlic. Cook, breaking up the turkey, until it is no longer pink and the onion has softened.
Transfer the turkey mixture to the slow cooker. Add the pumpkin puree, diced tomatoes, black beans, chili powder, cumin, cinnamon, salt, and pepper. Stir to combine.
Cover and cook on low for 6 to 7 hours.
Stir in the cream cheese until it melts completely and the chili turns creamy.
Ladle into bowls and top with shredded cheddar cheese before serving.