Preheat the air fryer to 400°F (204°C).
Prepare the vegetables: halve the tomatoes, quarter the onion and peel the garlic cloves.
Season the sliced vegetables with olive oil, sugar, salt and pepper.
Char the seasoned vegetables. First, line the air fryer basket with fitted air fryer liner and transfer the seasoned vegetables. Air fry for 15 minutes until the vegetables are tender and browned.
Transfer the charred vegetables to a large pot. Add the Italian seasoning, tomato paste, chicken broth, heavy cream, salt, and pepper. Using an immersion blender, blend until smooth. Alternatively, you can use a powerful countertop blender to pulverize those ingredients into a creamy tomato goodness.
Bring the pot to a boil, add grated Parmesan cheese, then simmer at medium heat for 5-10 minutes, stirring occasionally.
Serve the air fryer roasted tomato soup hot with extra Parmesan cheese and chopped basil on top. Pair it with garlic bread or cheese toast for an even more delicious meal. Enjoy!