Add everything but the bacon and maple syrup to a large mixing bowl and toss until evenly coated.
Add the mixture to an air fryer basket and top with the bacon in an even layer, cutting the slices in half to fit if needed.
Air fry for 20-25 minutes at 350ºF until the bacon is crispy. Transfer the cooked bacon to a paper towel and set aside.
Transfer the squash mixture back to the mixing bowl and toss with the maple syrup. Add back to the basket and air fry an additional 3-5 minutes at 400ºF until the maple syrup caramelizes.
Chop/crumble the cooked bacon and add to the squash mixture. Salt and pepper to taste before serving.