Coarsely chop tomatoes, onion. Toss tomatoes (roma and cherry), onion, and garlic cloves in olive oil, salt, pepper, and Italian seasoning. If using full block of feta, remove 2 tbsp worth and put entire block in to roast with vegetables. If using crumbles, move to next step.
Roast vegetables for 35 minutes, until tomatoes and onion are soft. Add 5 oz feta crumbles and roast for additional 10 minutes.
Add all roasted vegetables + feta into a blender (or large pot + immersion blender) and add crushed tomatoes, chicken broth, tomato paste, cream cheese. Blend until smooth.
Top with crumbled feta, fresh basil, and olive oil. Makes 6 servings of roughly 1.5 cups each. Store leftovers in an airtight container in the fridge for up to 4 days.