Preheat your oven to 375°F (190°C).
Pat the chicken thighs dry with paper towels and season both sides with salt and pepper.
Heat olive oil in a large, oven-safe skillet over medium-high heat. Once hot, add the chicken thighs skin-side down and cook until the skin is golden brown and crispy, about 5-7 minutes.
Flip the chicken thighs over and cook for an additional 3-4 minutes.
Remove the chicken from the skillet and set aside. In the same skillet, add the minced garlic and sauté for 1 minute until fragrant.
Stir in the cherry tomatoes, Kalamata olives, lemon juice, dried oregano, and dried basil. Cook for 2 minutes, allowing the flavors to meld.
Add the chicken broth and bring the mixture to a simmer.
Return the chicken thighs to the skillet, nestling them into the tomato and olive mixture.
Transfer the skillet to the preheated oven and bake for 25-30 minutes, or until the chicken is fully cooked through and reaches an internal temperature of 165°F (74°C).
If desired, sprinkle crumbled feta cheese over the chicken during the last 5 minutes of baking.
Once cooked, remove from oven and let rest for a few minutes.
Garnish with fresh parsley before serving.