Beat the softened cream cheese, vanilla extract, apple pie spice, heavy whipping cream, and 1/4 cup granulated sugar in a mixing bowl until smooth. Mix in 1/2 cup apple pie filling. Cover and refrigerate the cheesecake filling while you prepare the shells.
Cut three rounds from each flour tortilla using a round biscuit cutter about 4 inches wide. You should have approximately 15 tortilla rounds.
Preheat the air fryer to 350°F. Fold aluminum foil into sturdy supports that can hold the tortilla rounds in a taco shape. Place the supports securely in the air fryer basket without blocking too much airflow.
Beat the egg in a shallow bowl. In a second shallow bowl, combine the graham cracker crumbs, ground cinnamon, and remaining 1/4 cup granulated sugar.
Dip each tortilla round in the beaten egg, letting excess drip away. Coat both sides with the graham cracker mixture.
Fold each coated tortilla round in half to form a taco shell. Set it between the foil supports so it keeps its shape. Arrange the shells in a single layer with space for air to circulate. Work in batches if necessary.
Air fry at 350°F for 8 to 12 minutes, checking near the end of cooking. The shells should be golden and crisp. Cooking time can vary by air fryer, so remove shells as soon as they are crisp and browned.
Transfer the shells to a wire rack and let them cool completely. Repeat with the remaining tortilla rounds.
Spoon or pipe 1 to 2 tablespoons of chilled cheesecake filling into each cooled shell. Top with approximately 1 to 2 teaspoons of the remaining apple pie filling.
Drizzle with caramel sauce and add a light sprinkle of cinnamon sugar if desired. Serve shortly after assembling for the crispiest shells.