Preheat your oven to 375°F (190°C).
Season the chicken breasts with olive oil, salt, and black pepper on both sides.
In a large oven-safe skillet, heat over medium-high heat. Add the seasoned chicken and sear for about 5-6 minutes on each side until golden brown. Remove the chicken from the skillet and set aside.
In the same skillet, reduce the heat to medium and add the heavy cream, basil pesto, and Parmesan cheese. Stir well to combine and let it simmer for 2-3 minutes until slightly thickened.
Add the cherry tomatoes to the skillet and stir to combine.
Return the chicken to the skillet, spooning some of the sauce over the top.
Transfer the skillet to the preheated oven and bake for 20-25 minutes, or until the chicken is cooked through (internal temperature should reach 165°F).
Remove from the oven and let it rest for a few minutes. Garnish with fresh basil before serving.