Preheat oven to 425 degrees.
Toss tomatoes, garlic, capers, oil, salt, and pepper on a rimmed baking sheet. Roast for 35 minutes, then reduce oven to 375 degrees. Add olives, stirring once, and roast 15 minutes more.
Meanwhile, bring a large pot of salted water to a boil. Add pasta and cook until al dente. Drain.
Toss with tomato sauce, and season to taste with salt and pepper. Serve drizzled with olive oil.