Clean mushrooms with damp paper towel. Do not rinse.
Remove stems by twisting gently. Set caps aside.
Finely chop mushroom stems for filling.
Scoop out remaining stem pieces from caps with small spoon.
Brush mushroom caps with olive oil. Season with salt and pepper.
Mix cream cheese, Parmesan, garlic, chopped stems, parsley, basil, Italian seasoning, salt, and pepper.
Mix until well combined and creamy.
Spoon filling into each cap. Fill generously with mounded filling.
Sprinkle bread crumbs on top if using.
Preheat air fryer to 350°F for 3 minutes.
Place parchment in basket if desired.
Arrange mushrooms in single layer. Do not stack. Work in batches.
Air fry at 350°F for 8 to 10 minutes until tender and golden.
Check at 8 minutes. Cook 2 more minutes if needed.
Remove carefully with tongs.
Transfer to serving platter.
Garnish with parsley, Parmesan, and red pepper flakes.
Serve hot immediately.