Preheat your oven to 375°F (190°C).

Prepare the jalapeño popper filling by mixing the cream cheese, cheddar cheese, crumbled bacon, diced jalapeños, garlic powder, salt, and pepper in a medium bowl.

Using a sharp knife, carefully slice a pocket into each chicken breast without cutting all the way through.

Stuff each chicken breast with the jalapeño filling, pressing gently to ensure the filling is secure inside.

Heat the olive oil in an oven-safe skillet over medium-high heat.

Sear the stuffed chicken breasts for about 5 minutes on each side until browned.

Transfer the skillet to the preheated oven and bake for 20-25 minutes, or until the chicken is cooked through.

Remove from the oven and allow to rest for 5 minutes before serving.