Place 4 tortillas on a flat surface; sprinkle each with 1/4 cup cheese. Top each with 1 oz turkey and 1 tbsp cranberry sauce; crumble stuffing on top. Cover each quesadilla with another tortilla; press down firmly.
Coat a large nonstick skillet with cooking spray; heat over medium-high heat. Carefully place 2 quesadillas in skillet; cook until browned on bottom, about 3 minutes. Flip quesadillas; cook until browned on second side, about 3 minutes more. Remove from pan, cover to keep warm, and repeat with remaining ingredients. Cut each quesadilla into 4 wedges and serve.