On a sheet pan place halved cherry tomatoes. Drizzle with olive oil and season with salt and pepper. Toss to combine and bake for 15 minutes.
Cook pasta according to the package. Drain and set aside.
In a large skillet add 1 tbsp olive oil and corn. Cook over medium heat until corn is slightly charred.
Add pasta, roasted tomatoes, chopped chicken, pesto, and heavy cream to the skillet. Mix to combine and cook over medium heat until chicken is fully cooked.