Creamy Tomato Soup with Grilled Cheese Croutons

Creamy tomato soup and a grilled cheese sandwich; Is there a better comfort food recipe? Usually not, but this creamy tomato soup is garnished with grilled cheese croutons, making it the best comfort food meal around!  

Disclosure: This post is sponsored by Collective Bias, Inc. and its advertiser, Pick ‘n Save. I was compensated, but as always, all thoughts and opinions are my own.

Is it cold in your part of the world right now? Dang, it’s been a cold winter for the majority of the United States! It’s 20 degrees below zero as I type this, and there’s no relief from the cold in sight for at least another 6 weeks.

Comforting Creamy Tomato Soup

When a pile of blankets and mittens don’t remove the shiver from my bones, I turn to warm comfort food for relief, and this warm, creamy homemade cream of tomato soup recipe fits the bill perfectly. Top it off with the perfect grilled cheese sandwich that’s been turned into croutons, drink it with a mug of homemade hot cocoa, and I’ve just planted myself into comfort food heaven.

a bowl of Homemade Cream of Tomato Soup garnished with Grilled Cheese Croutons

Better yet, all of the ingredients I needed to make my homemade cream of tomato soup were available at a Wisconsin grocery store located just a mile away from my apartment. Convenience! Pick ‘n Save, I heart you.

Homemade Cream of Tomato Soup with Grilled Cheese Croutons - get this quick and easy comfort food recipe on #ad #MyPicknSave

For the past 8 years, I’ve been making tomato soup when Brian’s out of town on business or when I know he won’t be home for dinner. He loves fresh and canned tomatoes, but he hates tomato soup, especially creamy tomato soup.

Yes, he’s sometimes strange, but I love him nonetheless. I’ve learned that acceptance is the key to all of my problems today. πŸ˜‰

On 99.9 percent of days, Brian is a culinary trooper. He’ll try anything I conjure up in the kitchen.

square white soup bowl filled with Homemade creamy Tomato Soup with Grilled Cheese Croutons and Parmesan Cheese

Considering Brian’s disdain for tomato soup, I thought that this recipe would fall into the .01 percent category and that I’d end up eating it all by myself. Not that it would have been a horrible thing to be “forced” to eat an entire batch of my favorite soup, mind you. But I do need to keep my husband fed.

So I became a sneaky wife, making two minor adjustments to the soup… adjustments made for the sake of convenience, and for Brian’s hungry stomach.  I’m happy to report that my plan worked out perfectly.

Homemade Soup using Canned Tomatoes

I make the creamy tomato soup using canned tomatoes instead of breaking down and cooking fresh tomatoes. Brian and I both love the taste of Muir Glen organic tomatoes, so I felt like it would give me a leg up in the quick and easy meal department. Also in the convenience department, as it slashed two hours of cooking time, because I didn’t have to cook down fresh tomatoes.

What else did I do?  I added one of amazingly awesome grilled cheese sandwich into the soup. That’s right. I said INTO the soup.

Grilled cheese sandwich cut into squares to make Grilled Cheese Croutons for soup

For the sake of Brian’s taste buds, I added an awesome finishing touch to the creamy tomato soup… a crunchy, ooey gooey, grilled cheese sandwich, turned into croutons!

How to Make Grilled Cheese Croutons

For the grilled cheese croutons, I made another smart decision, using some fresh white cheddar from the deli counter. No processed orange cheese slices for me, please. It feels a bit immoral to live in the Dairyland state and use chemical-laden cheese when there’s fresh Wisconsin cheddar as far as the eye can see.

Anyhoo, I made the grilled cheese as the 15-minute soup recipe was cooking. Yep, this is a 15 minute dinner recipe!

  1. Grill the sandwich, then cut it into crouton-sized pieces.
  2. Ladle the soup into bowls, then toss in the grilled cheese croutons and add a sprinkle of Parmesan cheese.
  3. Serve with your favorite side dish, like orzo vegetable salad and finish the meal with an easy dessert.

This creamy tomato soup dinner rocks our world!

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How to Make Creamy Tomato Soup

a bowl of creamy tomato soup with grilled cheese croutons

Creamy Tomato Soup with Grilled Cheese Croutons

This soup is smooth and creamy and perfect for warming you up, even on the coldest of days. It cooks up in 15 minutes, making it one of the easiest weeknight dinners you can make!
5 from 4 votes
Prep Time 5 minutes
Cook Time 10 minutes
Total Time 15 minutes
Course Main Course, Soup
Cuisine American
Servings 8
Calories 279 kcal


  • 56 ounces canned crushed tomatoes (2 cans, 28 ounces each)
  • 1 Β½ cups vegetable stock
  • 14 Β½ ounces canned stewed tomatoes
  • 4 ounces cream cheese cut into cubes
  • 2 teaspoons dried oregano
  • Β½ teaspoon dried basil
  • ΒΌ teaspoon garlic powder
  • 1 Β½ Tablespoons granulated sugar* optional (see notes)
  • 1 cup Half and Half
  • 1 cup heavy cream


  • Process the crushed tomatoes in a blender or food processor, one can at a time, until smooth. Set aside.
  • Add crushed tomatoes and vegetable stock to a 6 quart or larger saucepan. Whisk to combine, then bring to a boil over high heat, then reduce heat to medium and simmer for 10 minutes.
  • Meanwhile, in the same blender or food processor you used before, add the stewed tomatoes and cream cheese. Cover and process until smooth.
  • Gradually stir the cream cheese mixture, oregano, basil, garlic and sugar into the pan with the tomatoes and stock.
  • Place half and half and cream into a large, heat proof bowl. Temper the half and half and whipping cream by slowly whisking about a cup of the hot tomato mixture into the cold mixture (this will prevent the cream from curdling). Whisk the tempered mixture back into the saucepan with the rest of the soup and let it warm through for a couple of minutes, but don’t let it boil.
  • Garnish with a grilled cheese sandwich (remove the crust prior to grilling, if desired) that has been cut into small, crouton-sized squares, and sprinkle with a bit of freshly grated Parmesan cheese.


  • Adding sugar to this soup is optional. I find that it helps to cut the acidity that canned tomatoes usually have.
  • Nutritional information is for 1 cup of soup, without grilled cheese croutons


Serving: 1cupCalories: 279kcalCarbohydrates: 23gProtein: 6gFat: 20gSaturated Fat: 11gCholesterol: 67mgSodium: 621mgPotassium: 775mgFiber: 4gSugar: 13gVitamin A: 1350IUVitamin C: 22.8mgCalcium: 159mgIron: 3.6mg
Tried this recipe? Mention @itsyummi or tag #itsyummirecipe!


  1. Yum! I always want a hot tomato soup but never find time to make it. No more excuses with this easy and fantastic looking soup!

  2. 5 stars
    One of my fave meals, tomato soup and grilled cheese and now no dunking necessary. I love that the grilled cheese is already in the bowl. Great recipe.

    1. Thanks, Janette! Ya know, if you want to make a second grilled cheese sandwich and dunk it in, I won’t tell anyone. πŸ˜‰

  3. Oooo, I love a good happy dance almost as much as I love a hot bowl of homemade cream of tomato soup in the winter, Jess! πŸ˜‰

  4. 5 stars
    Girl, you never fail to make my mouth water, which is just awful when you’re on a low carb diet and all you really want is a huge bowl of cream of tomato soup with grilled cheese croutons! Delicious! #client

    1. Aww, thanks Summer! I’m sorry to be the bearer of temptation. Perhaps you could leave the croutons off of the cream of tomato soup recipe and indulge yourself a little bit. πŸ™‚

  5. Mmmm, there are few things more comforting on this earth than a perfect bowl of cream of tomato soup! I’m getting all warm and cozy just thinking about this soup!

    1. I couldn’t agree with you more, Chris! Homemade tomato soup is one of my favorite comfort foods. Not exactly sure why I didn’t add bacon to it, though! πŸ˜‰ Next time!

  6. I’m so glad that you shared this with me because I love it and I’ve got to make it! It’s so cold here that I need a good soup like this!

    1. Angie, I’m so happy that you found a comfort food soup recipe to warm you up! I really hope you love it as much as I do. πŸ™‚

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