Grilled Cheese and Tomato Soup

Grilled Cheese and Tomato Soup

A cozy, budget-friendly classic that pairs a rich, velvety tomato soup with golden, buttery grilled cheese sandwiches. The soup is built on pantry staples — canned crushed tomatoes, aromatics, and a touch of cream — while the sandwiches are crisped to perfection in a skillet. Perfect for a weeknight dinner the whole family will love.

4 servings · Prep 10 min · Cook 30 min · Total 40 min

American · Dinner · Soup

Tomato Soup

  • 1 tbsp olive oil
  • 1 tbsp unsalted butter
  • 1 medium yellow onion finely chopped
  • 4 cloves garlic minced
  • 2 can crushed tomatoes
  • 1.5 cup low-sodium chicken broth or vegetable broth
  • 1 tsp dried basil
  • 0.5 tsp dried oregano
  • 1 tsp kosher salt plus more
  • 0.25 tsp black pepper freshly ground
  • 0.25 tsp red pepper flakes

Grilled Cheese

  • 8 slice sandwich bread white or sourdough
  • 8 oz sharp cheddar cheese shredded or sliced
  • 3 tbsp unsalted butter softened
  • 1 tsp Dijon mustard

Equipment

  • Stovetop
  • Grill
  • Blender
  • Saucepan
  • Mixing Bowl
  • Skillet
  • Immersion Blender
  • Spatula
  • Knife
  • Pan
  • Ladle
  • Cutting Board
  • Saucepan (1 Quart)

Instructions

  1. Heat the @[Olive Oil] and 1 tablespoon @[Butter] in a large #[Saucepan] over ^[medium heat]. Add the chopped @[Yellow Onion] and cook, stirring occasionally, until softened and translucent, about ~[5–6 minutes]. Add the minced @[Garlic] and cook for ~[1 more minute] until fragrant.
  2. Pour in the @[Crushed Tomatoes] and @[Vegetable Broth]. Stir in the @[Dried Basil], @[Oregano], @[Salt], @[Black Pepper], and @[Red Pepper Flakes] (if using). Bring to a gentle boil, then reduce heat to ^[low] and simmer uncovered for ~[15 minutes], stirring occasionally, to let the flavors meld.
  3. Remove the soup from heat. Use an #[Immersion Blender] (or carefully transfer in batches to a #[Blender]) and blend until smooth and velvety. Return to the #[Saucepan] over ^[low heat], stir in the heavy cream, and taste for seasoning. Keep warm while you make the sandwiches.
  4. Spread softened @[Butter] evenly on one side of each @[Sandwich Bread] slice. If using @[Dijon Mustard], spread a thin layer on the unbuttered side of 4 slices. Divide the shredded @[Sharp Cheddar Cheese] evenly over the mustard-side (or plain unbuttered side) of those 4 slices, then top with the remaining @[Sandwich Bread] slices, buttered side facing out.
  5. Heat a large #[Skillet] over ^[medium-low heat]. Place 1–2 sandwiches in the #[Skillet] (don't crowd the pan). Cook until the bottom is deep golden brown and crispy, about ~[3–4 minutes]. Flip and cook the other side until equally golden and the cheese is fully melted, another ~[3–4 minutes]. Repeat with remaining sandwiches.
  6. Ladle the hot tomato soup into bowls. Slice each grilled cheese sandwich diagonally and serve alongside the soup for dipping. Garnish the soup with a drizzle of cream or a pinch of fresh @[Basil] if desired.