Preheat the oven: Set to 425°F. Place a large rimmed baking sheet in the oven while it preheats.
Prepare the chicken: Pat chicken completely dry, then toss with 2 tablespoons olive oil and all chicken seasonings.
Prep and season vegetables: Cut all vegetables into uniform pieces. Toss with 2 tablespoons olive oil, salt, pepper, and Italian seasoning.
Arrange on pan: Remove hot baking sheet from oven. Arrange vegetables in a single layer, leaving space for chicken. Place chicken thighs in cleared space.
Roast: Bake for 30-35 minutes until chicken reaches 165°F and vegetables are tender with caramelized edges.
Rest and serve: Let rest 5 minutes before dividing among four plates.