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Easy Roasted Tomato Soup Recipe with Baked Grilled-Cheese Sandwiches

This easy recipe combines the rich, roasted flavor of fresh tomatoes with a creamy, silky texture, making it the perfect cozy meal.
Paired with baked grilled-cheese sandwiches, this comforting dish is simple to prepare and ideal for family dinners or casual gatherings.
Prep Time 15 minutes
Cook Time 50 minutes
Course Soup
Cuisine American
Servings 4

Ingredients
  

Roasted Tomato Soup:

  • 3 pounds ripe tomatoes halved lengthwise
  • 1 large yellow onion quartered
  • 8 garlic cloves peeled
  • 3 tablespoons extra-virgin olive oil
  • 2 teaspoons fine sea salt plus more to taste
  • ¼ teaspoon freshly ground black pepper plus more to taste
  • 2 cups chicken bone broth or low-sodium chicken stock
  • 4 tablespoons chopped fresh basil plus more for garnish
  • ½ cup heavy cream plus more if needed
  • ½ cup freshly grated Parmesan cheese plus more for garnish
  • 2 tablespoons tomato paste
  • 2 teaspoons sugar plus more to taste

Baked Grilled-Cheese Sandwiches:

  • 3 tablespoons unsalted butter softened
  • 8 slices sandwich bread
  • 8 slices medium cheddar cheese
  • 4 slices mozzarella cheese

Instructions
 

To Make the Roasted Tomato Soup:

  • Preheat the oven: Set the oven to 400°F.
  • Roast the vegetables: Arrange the tomatoes (cut side up), onion, and garlic on a baking sheet. Drizzle with olive oil, then sprinkle with ½ teaspoon of salt and the black pepper. Roast for 45 to 50 minutes, or until the edges of the vegetables are caramelized. Let them cool for 10 minutes.
  • Blend the first batch: Add half of the roasted vegetables to a blender or food processor, along with 1 cup of chicken broth and 2 tablespoons of chopped basil. Blend until smooth, then transfer the mixture to a large pot.
  • Blend the second batch: Blend the remaining roasted vegetables with the remaining 1 cup of broth and 2 more tablespoons of basil. Add this mixture to the pot.
  • Simmer the soup: Heat the soup on medium. Stir in the heavy cream, Parmesan cheese, tomato paste, sugar, and the remaining 1½ teaspoons of salt. Adjust seasoning as needed, adding more cream, salt, or sugar to balance the flavor.
  • Serve: Ladle the soup into bowls, garnish with fresh basil and Parmesan, and pair it with grilled-cheese sandwiches for dunking.

To Make the Baked Grilled-Cheese Sandwiches:

  • Preheat the oven: If the oven is not already at 400°F, preheat it.
  • Butter the bread: Spread softened butter on one side of 4 slices of bread. Place these slices, butter-side down, onto a baking sheet.
  • Assemble the sandwiches: On top of each piece of bread, layer one slice of cheddar, one slice of mozzarella, and another slice of cheddar. Top with the remaining slices of bread, butter-side up.
  • Bake the sandwiches: Bake the sandwiches for 10 minutes, flipping halfway through, until the bread is golden brown and the cheese is fully melted.

Notes

  • Adjust the soup’s seasoning depending on the tomatoes' natural acidity. Add more sugar or cream if the soup tastes too tangy.
  • The grilled-cheese sandwiches can easily be scaled up or down to serve more or fewer people.
  • Leftover soup can be stored in an airtight container for up to 5 days in the fridge or frozen for up to 3 months.
Keyword easy recipes, Easy tomato soup recipe, Family-friendly comfort food recipes, Homemade tomato soup with cream, Quick grilled cheese recipe, Simple soup and sandwich ideas
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