Roasted butternut squash soup will require a little more work, but it does create a deeper, more complex flavor. If you would like to roast your squash before prepping this soup preheat the oven to 400 degrees F. Toss the cubed squash with olive oil, salt and pepper. Roast the squash about 30 minutes, turn and another 10-15 minutes until fork tender. Keep in mind the cooking time will vary based on how you cut the squash.