In a large skillet, heat oil over medium heat. Add in chicken breasts and sprinkle with salt, pepper and Italian seasonings. Cook for about 8-10 minutes on each side or until cooked completely through. Remove from skillet and let rest on a plate about 5 minutes.
In the same skillet, add butter and garlic. Cook for about 5 minutes. Add in milk, cheese, pumpkin and nutmeg. Stir for a couple minutes or until sauce is combined. Add in cooked pasta and broccoli. Toss to coat in sauce.
Place pasta mixture on serving plates. Slice chicken and top pasta with chicken slices. Sprinkle with bacon crumbles.
Top with additional parmesan and parsley if desired.