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Grilled Cheese and Tomato Soup

An elevated and grown-up version of the beloved childhood combo: Grilled cheese and tomato soup.
Print Recipe
Prep Time 5 minutes
Cook Time 45 minutes
Total Time 50 minutes
Course Main Course
Cuisine American
Servings 4 people

Ingredients
  

For the tomato soup

  • 2 lbs cherry tomatoes
  • 2 garlic bulbs Use 3 if your bulbs are small
  • 1 bell pepper, chopped
  • 1 red onion, chopped
  • 1/2 tsp italian seasoning
  • 1/4 tsp crushed red pepper flakes
  • 2.5 cups chicken or vegetable broth
  • 3/4 cup heavy cream, plus additional to garnish
  • 1/4 cup grated parmesan cheese
  • 4-6 leaves of basil, plus additional to garnish
  • 1/4 cup olive oil
  • salt and pepper for seasoning

For the grilled cheese sandwich

  • 8 slices French bread or sourdough
  • 8 tbsp mayo or butter
  • 4 cups shredded cheddar cheese
  • 2 cups shredded mozzarella cheese
  • 1 cup grated parmesan
  • 4 tsp dried parsley

Instructions
 

  • 390 degrees Fahrenheit in the air fryer for 6 minutes, flipping halfway though (3 minutes on each side)

Tomato Soup

  • Chop the onions and bell pepper into 1 inch pieces and slice off the tops of the garlic bulbs. Add tomatoes, onions, bell pepper, and garlic bulbs to a large baking pan or tray. Drizzle generously with olive oil, being sure to coat the tops of the garlic bulbs. Add salt, pepper, Italian seasoning, and crushed red pepper flakes. Roast at 400 degrees Fahrenheit for 40-45 minutes.
  • Once the vegetables are roasted, add everything to a pot along with broth and fresh basil. Allow the garlic bulbs to cool before squeezing them into the pot so your fingertips don’t burn. Puree until smooth using an immersion blender or regular blender. If using a regular blender, transfer all the ingredients to the blender and allow to cool before blending.
  • Puree until smooth using an immersion blender or regular blender. If using a regular blender, transfer all the ingredients to the blender and allow to cool before blending. Add grated parmesan and season with salt and pepper to taste.

Grilled Cheese Sandwiches

  • Spread mayonaise on the outsides of your bread slices and fill with cheese. Add a layer of grated parmesan over the top of the bread.
  • If using the air fryer: Bake at 390 degrees Fahrenheit for 6 minutes, flipping halfway through.  Top the other bread slice with grated parmesan after flipping so the outsides of the sandwich are coated with parmesan.
  • If using the oven: Bake at 375 degrees for 4 to 5 minutes on each side, or until the cheese is fully melted. Top the other bread slice with grated parmesan after flipping so the outsides of the sandwich are coated with parmesan.
Keyword cheese pull, cheese sandwich, cherry tomatoes, easy lunch, grilled cheese, grilled cheese sandwich, roasted garlic, roasted garlic bulb, roasted garlic bulbs, roasted tomatoes, roasted vegetables, tomato soup