Meanwhile, arrange the potatoes on a second baking sheet and drizzle with 1 tablespoon olive oil. Add 1 tablespoon Italian seasoning and add salt and pepper all over. Use your hands to rub the spices into the potatoes and ensure they are evenly coated with oil. Arrange the potatoes on one side of the baking sheet in an even layer, cut side down.
After the chicken has baked for 10 minutes, transfer the potatoes to the unused rack in the oven and roast them for 20 minutes.
After 20 minutes, remove the potatoes from the oven. Add the zucchini to the other side of the baking sheet and drizzle with the ½ tablespoon extra virgin olive oil and the remaining ½ tablespoon Italian seasoning. Add the oregano, salt, and pepper to the zucchini. Use a spatula to coat the zucchini.
Return the potatoes and zucchini to the oven for 10–12 minutes or until the potatoes are fork-tender, golden, and crispy and the zucchini is tender and browned around the edges.