In a small bowl, combine the cherries and sugar. Let them rest for 15 minutes until the juices start to come out of the cherries.
Add the milk and heavy cream to the cherry mixture. Use an immersion blender to combine, but be careful not to overmix.
Pour the mixture into the Ninja Creami pint container, ensuring you do not exceed the fill line.
Place the container on a flat surface in your freezer and freeze for 24 hours, or until completely solid.
Remove the frozen pint from the freezer, run it under hot water for 30 seconds, and take off the lid. Place the container into the outer bowl of the Ninja Creami and lock the outer bowl lid into place.
Secure the outer bowl into the Ninja Creami machine. Press the Lite Ice Cream button and allow the cycle to complete.
If the ice cream appears powdery, add a splash of milk and press the Re-spin button.
Make a small hole in the center of the ice cream and add the chocolate chips. Mix again using the Mix-In button.
Scoop into bowls, top with more fresh fruit if desired, and enjoy!