Preheat your oven to 375°F (190°C) to ensure it’s hot and ready for the chicken.
In a medium mixing bowl, combine the halved cherry tomatoes, mozzarella, chopped basil, and minced garlic. Drizzle in 2 tablespoons of olive oil and 2 tablespoons of balsamic glaze. Sprinkle with dried oregano and a generous pinch of salt and pepper; mix well to harmonize the flavors.
Take each chicken breast and place it on a cutting board. Carefully slice a pocket into each breast by making a horizontal cut, ensuring you don't slice all the way through.
Generously stuff each chicken breast with the Caprese mixture, making sure to evenly distribute the filling between both breasts. Use toothpicks or kitchen twine to securely close the openings and prevent the filling from leaking out during cooking.
Season the outside of the stuffed chicken breasts with additional salt and pepper, and drizzle a bit more olive oil over the surface to enhance flavor and moisture.
Place the stuffed chicken breasts into a baking dish. For an extra touch of flavor and visual appeal, drizzle a little additional balsamic glaze over the top before baking.
Bake in the preheated oven for 25-30 minutes, or until the chicken is golden brown and cooked through, reaching an internal temperature of 165°F (74°C).
Once cooked, remove the chicken from the oven and let it rest for about 5 minutes. This allows the juices to redistribute, ensuring a moist and tender result when sliced.
Slice each stuffed chicken breast and serve warm. Drizzle with extra balsamic glaze if desired and sprinkle with fresh basil for a vibrant garnish.
Notes
Serve on a rustic wooden board or colorful plate with fresh basil and balsamic glaze for garnish.