Preheat oven to 425 degrees F. Lightly oil a baking sheet or coat with nonstick spray.
Place asparagus in a single layer onto the prepared baking sheet. Drizzle with 2 tablespoons olive oil; season with salt and pepper, to taste. Gently toss to combine. Place into oven and roast for 8-12 minutes, or until tender but crisp. Let cool before cutting into 1-inch pieces.
In a large pot of boiling salted water, cook pasta according to package instructions; drain well.
Heat remaining 1 tablespoon olive oil in a large skillet over medium heat. Season chicken with salt and pepper, to taste. Add to skillet and cook until golden, about 3-4 minutes; set aside.
In a large bowl, combine asparagus, pasta, chicken, tomatoes and pesto.