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Creamy Roasted Tomato Soup & Grilled Cheese

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Creamy roasted tomato soup with grilled cheese is a comforting, nostalgic meal made with caramelized oven-roasted tomatoes and a buttery, crispy sandwich filled with melted cheese. A warm, rich, and satisfying dish perfect for cozy lunches or dinner.

Ingredients

  • For the tomato soup:
  • 2 lbs fresh tomatoes (Roma or vine-ripened), halved
  • 1 small onion, quartered
  • 4 cloves garlic, peeled
  • 2 tbsp olive oil
  • 1/2 tsp salt
  • 1/4 tsp black pepper
  • 1/4 tsp red pepper flakes (optional)
  • 2 cups vegetable or chicken broth
  • 1/2 cup heavy cream or full-fat coconut milk
  • Fresh basil or thyme (optional, for garnish)
  • For the grilled cheese:
  • 8 slices bread (sourdough or preferred type)
  • 4 tbsp butter or mayonnaise
  • 8 slices cheddar, mozzarella, or cheese blend

Instructions

  1. Preheat oven to 425°F (220°C). Line a baking sheet with parchment paper.
  2. Arrange tomatoes, onion, and garlic on the sheet. Drizzle with olive oil and season with salt, pepper, and red pepper flakes if using.
  3. Roast for 25–30 minutes, until vegetables are soft and slightly charred.
  4. Transfer roasted vegetables to a pot, add broth, and bring to a simmer for 10 minutes.
  5. Blend the soup using an immersion blender or regular blender until smooth.
  6. Stir in cream and simmer for 5 minutes more. Adjust seasoning to taste.
  7. For grilled cheese: butter the outside of each bread slice, place cheese in between, and cook in a skillet over medium heat until golden brown and cheese is melted.
  8. Serve grilled cheese hot with a bowl of soup. Garnish soup with herbs if desired.

Notes

  • Add pesto or balsamic glaze to the soup for extra flavor.
  • Customize grilled cheese with tomato slices, caramelized onions, or mustard.
  • Use coconut milk and dairy-free cheese for a vegan version.
  • Splash of white wine in soup enhances flavor.
  • Soup freezes well—add cream after reheating.

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