Preheat oven to 425 F. Cut all the tomatoes in half. Arrange the tomatoes and shallots in a pan coated with cooking spray. Drizzle with 1 tsp of olive oil, and toss. Bake at 425 for 35 minutes.
Take the tomatoes out of the oven, and stir. Add 2 tsp of olive oil, balsamic vinegar, and salt and pepper to the pan. Bake for an additional 10 minutes.
Cook the ravioli according to package directions. Drain the ravioli and reserve ¼ cup of cooking liquid. Add ravioli to tomatoes, and toss. Add cooking liquid if needed.