Line a 9x13 baking pan with foil. Cut both acorn squash in half and scoop out seeds. Place each half in pan. Brush with olive oil and sprinkle with salt and pepper. Cover with foil and bake at 350 degrees for an hour.
Meanwhile, bring 2 cups of chicken broth to a boil. Add quinoa and turn heat to low. Simmer 15 minutes or until broth is absorbed.
While the quinoa and squash cook, heat 1-2 Tbs. olive oil in a skillet. Cook chicken and onion until the chicken is cooked through. Add 1/2 cup broth and cranberries to the skillet.
Stir finished quinoa into skillet with chicken and season with salt and pepper.
Remove squash from oven and spoon chicken and quinoa into center of each squash. Serve.