Tomato Soup and Grilled Cheese

Tomato Soup and Grilled Cheese - Amy Roloff's Little Kitchen

Rustic Tomato Soup and Grilled Cheese

Yum! I love this combo for a February soup night. Nothing says comfort like tomato soup, especially when paired with a variety of grilled cheese sandwiches!

Rustic Tomato Soup


4 – 28oz cans Whole Tomatoes (I like San Marzano Style tomatoes)

½ - 6oz can Tomato Paste (so 3 oz)

4 Cloves Garlic chopped (or 3 Tbls minced garlic)

1 small sweet onion, chopped

4 carrots, chopped

A few Red Pepper Flakes

1 Tbs brown sugar*

2 Tbs fresh Thyme

2 Tbs olive oil

1 Tbs butter

Salt and Pepper to taste

1 small bunch fresh Basil, (rough chopped)

1 small bunch parsley

3 cups of vegetable or chicken stock (add addi’l broth depending on thickness of soup)

1 Tbs lemon zest and Juice of ½ of lemon

3 oz soften cream cheese*


  1. One Tbs brown sugar (softens and mellows out the acidity of the soup and has a richness to it – white sugar works well too)

  2. A half cup of half and half (mellows the acidity of the soup and makes it creamy)

  3. Or add 3 oz soften cream cheese and stir in soup til smooth throughout the soup


  • Cut up good bread into crouton bite sizes, drizzle with olive oil, add salt and pepper and parmesan cheese and toss.  Bake in oven til toasted and crunchy. Sprinkle soup with Crotons, finely cut up basil and parmesan cheese.

  • Mix sour cream with finely chopped basil and/or chives and add dollop of sour cream  to each bowl of soup.

  • Bacon and chives - Cook bacon til just crispy, chop til fine and chop chives and garnish soup with bacon and chives

  • Accompany soup with Grilled Cheese Sandwiches.  

  • In a large stockpot, heat the olive oil and butter over medium-low heat til butter melts. Add onion and carrots, dash of salt and pepper and cook vegetables still just tender.  
  • Add in tomato paste and chopped garlic and cook til blended and garlic is soft.   

  • Add the tomatoes with juice, broth and thyme, a few red pepper flakes and sugar.  Cook tomatoes on medium high heat (don’t allow to boil) til they have broken down and soft, about 40 minutes.  Use an immersion blender and blend til smooth. Add add’l broth if too thick. 

    (I like immersion blender best, less messy and less time it takes to blend the soup til smooth in a regular blender) Don’t worry if there are little bits of tomato or other vegetables still in soup (it’s rustic) unless you like it completely smooth.  

  • Add lemon zest and juice.  (lemon adds a freshness and spark to the soup)

  • Add cream cheese.

  • Reheat soup on medium low heat til cheese has melted and blends in with soup.   Serve warm.

  • Garnish with basil/parsley mixture or any of the other garnishes or other preference.  

I serve the soup with Grilled Cheese Sandwiches.  The soup is delicious served alone as well!


Simple Grilled Cheese Sandwich and More




8 slices of good hardy white bread (or other preference)

6-8 slices of Cheddar Cheese (to cover the whole slice of bread)

Butter - softened


    • Butter 4 slices bread on one side

    • Place enough cheese to cover each unbuttered side of 4 slices of bread

    • Butter the other 4 slices bread on one side and place unbuttered side on top of cheese.

    • Preheat oven on low broil.  

    • Place each sandwich on a baking sheet and toast each sandwich til just brown and cheese has begun to melt.  Open oven and gently flip sandwiches to broil other side til just brown and toasted and cheese had melted.

    • Serve warm with Rustic Tomato Soup and a dill pickle or other preference.  

A few other Variaties:

Blue Cheese, Cream Cheese and Pancetta

  • 8 Slices of good hardy white bread (or other other preference)
  • 1 - 8 oz package Cream Cheese softened
  • 1 - 6 oz package of Blue Cheese Crumbles
  • 2 green onions finely chopped

  • 4 slices of pancetta

  • Butter

8 slices of good hardy white bread (or other preference)
Combine Cream Cheese, Blue Cheese Crumbles and green onion in a bowl.  In a pan cook pancetta til done and slightly crispy.  Add to cheese mixture.  Butter one side of 4 slices of the bread.  Spread Cheese mixture on unbuttered side. Butter one side of the other 4 slices of bread and place the unbuttered side on top of the cheese.  Place sandwiches on baking sheet and broil til slightly toasted and brown. Gently flip and broil til slightly taoasted and brown.
    8 Slices of good white bread

    Provolone, Swiss, Tomato and Pesto

    • 4 slices of Provolone Cheese

    • 4 slices of Swiss Cheese – Feel free to use Cheddar instead of Swiss, have enough cheese to cover bread

    • Prepared Pesto Paste

    • 2 Tomatoes thinly sliced

    • Butter,  softened

    • Garlic Powder

    Melt butter and add a tsp or more of garlic powder

    Brush one side of bread with butter mixture.  Pat tomato on paper towel to decrease any extra water Place a slice of Provolone Cheese on bread, then tomato slice and then Swiss Cheese  Spread pesto mixture on other side of bread and place on top of Cheese. Brush butter mixture on the other side of bread. Place sandwiches on a baking sheet and broil til toasted and slightly brown.  Gently flip sandwich over and broil til toasted and slight brown. Enjoy with Rustic Tomato Soup.

    Mozzarella Provolone Herb Butter

    • 1 Package of Shredded Mozzarella

    • 4 slices Provolone

    • 2 tsp fresh Thyme and Oregano finely chopped

    • Garlic Powder

    • Butter

    Melt butter and add Thyme, Oregano and Garlic powder.  Brush one side of bread with butter mixture. Add 1 slice of Provolone and then shredded Mozzarella cheese to other side of bread  Place other side of bread onto of cheese and then brush butter mixture on the outside. Place sandwiches on a baking sheet and broil til tasted and slightly brown and cheese has begun to melt.  Remove pan and flip sandwiches over on the other side and broil til toasted and slightly brown. Enjoy with Rustic Tomato Soup


    Amy Roloff

    Reality TV Star, Philanthropist, Mom, Business Woman, Teacher, Inspirational Speaker, Author and Farm Owner 

    All Recipes © 2018  Amy Roloff’s Little Kitchen

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