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Roasted Tomato Soup With Grilled Cheese Sandwiches

Roasted Tomato Soup With Grilled Cheese Sandwiches

Bring in the summer harvest of ripe tomatoes, roast and blend them into creamy delicious soup that is nothing in comparison to the canned stuff. Serve with a toasted grilled cheese sandwich to dunk into these bowls of rich goodness.
Prep Time 15 minutes
Cook Time 40 minutes
Total Time 1 hour
Course Main Course
Cuisine American
Servings 4

Ingredients
  

For The Tomato Soup

  • 2 ½ pounds ripe Roma tomatoes, end cut off and halved (about 12 tomatoes)
  • 1 yellow onion, quartered
  • 4 cloves garlic
  • 3 tbsp olive oil, plus extra for drizzling
  • ½ tsp salt
  • ½ tsp pepper
  • 4 tbsp heavy cream, for drizzling
  • basil leaves for garnish, optional

For The Grilled Cheese Sandwiches

  • 8 slices of bread
  • 4 tbsp mayonaise, divided
  • 4 tbsp salted butter, divided
  • 2 cups medium cheddar, shredded

Instructions
 

  • Preheat oven to 400 degrees F.
  • Place tomatoes into baking dish along with garlic and onion. Drizzle with olive oil. Season with salt and pepper.
  • Place into oven and roast for 40-50 minutes, until onions are cooking through and soft.
  • Remove from oven and let rest for 10 minutes.
  • Once tomatoes have cooled a bit, transfer roasted tomatoes, onion, garlic, and juices in the pan into a blender. Blend for a minute or two until smooth and creamy. You may need to do this in two separate batches depending on the size of your blender.
  • To make the grilled cheese: Spread ½ a tbsp of butter on the inside of each bread slices. Add ½ cup of grated cheddar cheese onto 4 bread slices and place the buttered bread on top to sandwich. (Butter on the inside, mayonnaise will go on the outside).
  • Place a skillet over medium heat.
  • Spread ½ tbsp of mayonnaise on top of the bread (on the outside portion). Flip it into a heated skillet so that the bread slice with the mayonnaise gets toasted first. Spread ½ tbsp of mayonnaise onto the other slice.
  • Toast on each side for about 2-3 minutes, until cheese is melted and bread is golden.
  • Repeat with remaining grilled cheese sandwiches.
  • Carefully remove the lid from the blender and pour into serving bowls. Drizzle with additional olive oil, a splash of cream, and garnish with basil. Serve with grilled cheese sandwiches.
Keyword Creamy Soup, Grilled Cheese, Soup, Soup Season, Tomato Soup