Homemade Cream of Tomato Soup with Grilled Cheese Croutons

Homemade cream of tomato soup and a grilled cheese sandwich. Is there any comfort food recipe that is better? 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 Homemade Cream of Tomato Soup

When a pile of the 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.

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

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

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

On 99.9 percent of days, Brian is a culinary trooper. He’ll try anything I conjure up in the kitchen. Heck, he willingly tried this disaster of a cake when even I wouldn’t dare touch it. (It turned out to be delicious, but I wouldn’t have known had it not been for his bravery!)


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 with Canned Tomatoes

First, I used 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 my homemade cream of tomato soup… a crunchy, ooey gooey, grilled cheese sandwich, turned into croutons!

For the grilled cheese croutons, I made another smart decision, using some fresh white cheddar from the Pick ‘n Save 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 grilled the sandwich up as I was cooking this 15-minute soup recipe (yep, 15 minutes to dinner, you guys!). Then I cut the sandwich into crouton-sized pieces. After I had ladled up the soup, I tossed in the grilled cheese croutons and a sprinkle of Parmesan cheese. I served it with a side of Brian’s favorite side dish, orzo vegetable salad and finished up with an easy dessert of Snickers cupcakes. Boom. #winner


Deep chocolate cupcakes stuffed with caramel and Snicker's candy bars, topped with salted caramel frosting

This homemade cream of tomato soup dinner rocked our world!

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How to Make Homemade Cream of Tomato Soup

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Homemade Cream of Tomato Soup with Grilled Cheese Croutons

Prep Time 5 min Cook Time 10 min Yields 8

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!


  • 2 cans (28 ounces each) crushed tomatoes
  • 14 ounces (1.5 liquid cups) of vegetable stock
  • 1 can (14.5 ounces) stewed tomatoes
  • 4 ounces cream cheese, cut into cubes
  • 2 teaspoons dried oregano
  • 1/2 teaspoon dried basil
  • 1/4 teaspoon garlic powder
  • 1 to 2 Tablespoons granulated sugar (optional)
  • 8 ounces (1 liquid cup) Half and Half
  • 8 ounces (1 liquid cup) heavy whipping cream


  1. Process the crushed tomatoes in a blender or food processor, one can at a time, until smooth. Set aside.
  2. 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.
  3. Meanwhile, in the same blender or food processor you used before, add the stewed tomatoes and cream cheese. Cover and process until smooth.
  4. Gradually stir the cream cheese mixture, oregano, basil, garlic and sugar into the pan with the tomatoes and stock.
  5. 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.
  6. 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.

Recipe Notes

Adding sugar to this soup is optional. I find that it helps to cut the acidity that canned tomatoes usually have.

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Homemade cream of tomato soup and a grilled cheese sandwich. Is there any comfort food recipe that is better? Usually not, but this creamy tomato soup is garnished with grilled cheese croutons, making it the best comfort food meal around! #soup #recipe #grilledcheese #comfortfood

17 Replies to "Homemade Cream of Tomato Soup with Grilled Cheese Croutons"

  • Angie | Big Bear's Wife December 30, 2015 (9:56 am)

    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!

    • Chef Bec December 30, 2015 (10:45 am)

      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. 🙂

  • heather September 14, 2015 (9:17 am)

    there really is little in life better than tomato soup and grilled cheese 🙂 LOVE those croutons Becca

    • Chef Bec September 14, 2015 (9:47 pm)

      Thank you so much, Heather! Comfort food in a bowl is what I call it.

  • How to Make Sun Dried Tomatoes at Home ~ Its Yummi July 11, 2015 (12:15 pm)

    […] are plenty of recipes you can make with an abundance of tomatoes: Cream of tomato soup(don’t forget the grilled cheese croutons!)   Or how about adelicious frozen virgin Mary […]

  • Chris March 4, 2015 (2:12 pm)

    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!

    • Chef Becca March 5, 2015 (11:58 am)

      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! 😉 Next time!

  • Summer Davis March 2, 2015 (10:02 am)

    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

    • Chef Becca March 3, 2015 (9:20 am)

      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. 🙂

  • Amanda February 24, 2015 (4:24 pm)

    Oh my word! The grilled cheese croutons are rockin’ my world!

    • Chef Becca February 24, 2015 (8:01 pm)

      The grilled cheese croutons sort of rocked my world too, Amanda. 😉 Thanks!

  • Janette February 24, 2015 (1:36 pm)

    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.

    • Chef Becca February 24, 2015 (8:02 pm)

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

  • Laura O |Petite Allergy Treats February 24, 2015 (12:59 pm)

    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!

    • Chef Becca February 24, 2015 (8:03 pm)

      15 minutes and this awesome soup can be in your face, Laura! 🙂

  • CakeSpy February 24, 2015 (11:07 am)

    SERIOUS happy dance material here. YUM!!!

    • Chef Becca February 24, 2015 (8:03 pm)

      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! 😉

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