In a small bowl, mix together the brown sugar, chili powder, paprika, onion powder, garlic powder, and cayenne pepper. Divide the mixture evenly between two bowls.
Toss the chicken cubes into one-half of the brown sugar mixture, coating all sides. Set aside.
Place the bacon halves vertically onto a clean work surface. Sprinkle the brown sugar mixture over the tops of the bacon. Then, flip over each bacon piece.
Place one cube of chicken on the end of a bacon piece.
Top each chicken cube with one piece of cream cheese and one jalapeno round.
Wrap the bacon around the chicken, cream cheese, and jalapeno, securing with a toothpick.
Place the bacon-wrapped chicken bites into the basket of your air fryer*, leaving space in between the bites. (Depending on the size of your air fryer, you may have to work in batches.)
Cook at 390°F for 10-12 minutes, flipping throughout, or until the bacon is crispy on all sides and the chicken is cooked through to an internal temperature of 165°F.
Remove the chicken bites from the air fryer. Let them cool for a few minutes before serving.
