These Pineapple Cheesecake Chimichangas are filled with vanilla cream cheese and cinnamon spiced pineapple chunks. They're fried until golden and tossed in a sweet graham cracker powder.
In a food processor fitted with a blade attachment, pulse together graham crackers until fine. Whisk in sugar and cinnamon. Set aside.
Place drained pineapple chunks in a medium sized sauce pot. Add brown sugar. Set over medium heat. Stir often until sugar has dissolved. Add cinnamon and salt.
Cook over medium heat for about 3-5 minutes until pineapples have slightly softened. In a small bowl, combine arrowroot and 1 teaspoon water. Add arrowroot mixture to pineapples. Stir immediately to distribute. Cook for about 30 seconds and then remove from heat. Pineapple mixture will slightly thicken. Allow to cool to room temperature.
In the bowl of a stand mixer fitted with paddle attachment (or using an electric hand mixer), beat cream cheese until smooth. Add sour cream, sugar, vanilla, and salt. Beat until well combined.
Warm up tortillas in the microwave for 10-15 seconds until flexible.* Place one tortilla on work surface. Spread 3 tablespoon of cream cheese filling towards the bottom third of tortilla. Add 1/4 of cooled pineapple mixture on top.
Fold bottom third of tortilla up to cover filling. Fold in the two sides of tortilla. Roll into a tight log. Use a toothpick to seal seam. Place seam side down on baking sheet or plate. Repeat with remaining tortillas.
Attach candy thermometer to a heavy bottomed pot. Fill pot about 2-inches deep with vegetable oil or vegetable shortening. Set over medium heat until oil reaches 365°F.
Once oil comes to temperature, carefully place 1 or 2 burritos into hot oil seam side down. Do not overcrowd the pot. Cook for 90 seconds on each side, until golden in color. Remove and drain fried burritos onto a paper towel lined baking sheet. Repeat with remaining burritos.
NOTE: Keep an eye on the thermometer and adjust heat accordingly to maintain even cooking temperature.
Allow fried burritos to cool slightly, about 1 minute. Remove toothpick seal. Toss warm burritos in cinnamon graham coating. Transfer to wire rack to cool for 3-5 minutes before serving. Serve pineapple cheesecake chimichangas warm. Garnish with warm caramel drizzle and toasted pecans, if desired.