In a medium-sized bowl add cream cheese, sugar, vanilla, and egg and mix with a hand or stand mixer until smooth, about 2-3 minutes.
1 (8-ounce) package cream cheese,, ½ cup granulated sugar, 2 teaspoons pure vanilla extract, 1 large egg
Warm up your tortillas a little in the microwave for about 10 seconds to make them soft. Lay out one tortilla and spread about 2-3 tablespoons of the cream cheese mixture in the middle of the tortilla, don’t let it spread to the edges, leave about an inch on each end. Spread about 2-3 tablespoons of cherry pie filling over the creamy cheesecake filling.
10-12 medium flour tortillas, 1 (21-ounce) can cherry pie filling
Fold sides of each tortilla in over the batter and then roll from the bottom edge of the tortilla like a burrito, keeping all of the cherry cheesecake filling inside the tortilla. Brush a little oil over the folded edge of the tortilla and then place, the folded edge side down, into the air fryer basket. Repeat until you are out of the creamy filling.
2 tablespoons vegetable oil, 2 tablespoons salted butter
Brush the tops and sides of all the tortillas with more oil. On the “bake” setting, set the air fryer to 360° and bake for 8-10 minutes until the tops are golden brown.
Remove tortillas from the air fryer and place them on a cooling rack. Brush with melted butter right away. Let the chimichangas cool a little.
Mix the glaze ingredients until smooth while the chimichangas are cooling.
½ cup powdered sugar, 3-4 tablespoons heavy cream, 1 teaspoon pure vanilla extract
Drizzle the glaze over the chimichangas when they're cool enough that it doesn’t melt the glaze. Sprinkle with a little more powdered sugar and more cherry pie filling if you’d like.