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Step 1
Preheat oven to 375 degrees F (190 C) and set out a large cast iron skillet (10-12 inch).
Step 2
To a mixing bowl, add the chicken thighs, garlic powder, dried Italian herbs, salt, pepper, red pepper flakes, and pesto. Mix well until evenly coated, adding 1 Tbsp more pesto if using homemade (it's not usually as concentrated in flavor).
Step 3
Heat the cast iron skillet over medium-high heat. Add oil and wait 1 minute for it to get hot. Add chicken thighs (skin side down if using skin-on) and cook until golden brown on the underside, about 3-4 minutes. Then flip and cook for 2-3 minutes more.
Step 4
Once browned on both sides, carefully transfer the skillet to the oven (using an oven mitt) and bake until the internal temperature reads 170F / 76C (make sure to insert into the center and not hit bone for an accurate reading) — about 5-10 minutes, depending on the size of your chicken thighs.
Step 5
Remove from the oven and let rest in the pan for ~5 minutes before serving.
Step 6
This dish pairs well with roasted potatoes, roasted eggplant, pesto pasta salad, roasted asparagus, or a simple green salad.
Step 7
Best when fresh, though leftovers will keep covered in the refrigerator for up to 2-3 days. Reheat in the oven or microwave until hot. Not freezer friendly.