Roasted Tomato Soup with Grilled Cheese Croutons is a light yet cozy soup recipe with a fun and nostalgic twist. You will lick your bowl clean!

It’s been drizzly and disgusting around here for the past couple of days. Instead of dwelling on the weather though, I’m embracing all things warm and cozy by serving Roasted Tomato Soup with Grilled Cheese Croutons on repeat.
This updated version of classic tomato soup pairs roasted fresh tomatoes and garlic with chicken broth and dried herbs, which is scooped into bowls then topped with these adorable grilled cheese croutons.

Take it from me, it’s impossible to feel gloomy when you’re eating grilled cheese croutons!

While my brothers happily dug into bowls of heated canned/condensed tomato soup as children, I hated it with a fiery passion. This soup though, is thankfully NOT that soup! Roasted Tomato Soup has layers and layers of flavor. I know you’ll love each roasty, toasty spoonful!


Ingredients
- 3 lbs Roma tomatoes, cut in half lengthwise
- 2 Tablespoons extra virgin olive oil
- salt and pepper
- 4 garlic cloves
- 1/4 teaspoon dried thyme
- 1/4 teaspoon crushed red pepper flakes, or more or less
- 4 cups chicken broth
- 8 slices gluten free bread
- softened butter
- 8 slices cheddar cheese
Directions
- Preheat oven to 400 degrees. Lightly spray a large baking sheet with nonstick spray then line with tomato halves, cut side up. Drizzle tomatoes with extra virgin olive oil then season generously with salt and pepper. Wrap garlic cloves in foil with an extra drizzle of olive oil then place alongside tomatoes. Roast for 1 hour, or until tomatoes are golden brown and very tender. Cool slightly.
- Unwrap garlic cloves then transfer with tomatoes and their juices into a food processor or blender and pulse until tomatoes reach desired consistency (I like mine more smooth than chunky.)
- Pour mixture into a large soup pot then add dried thyme, red pepper flakes, and chicken broth then bring to a boil. Reduce heat and simmer for 20 minutes. Taste and adjust seasonings if necessary.
- Butter one side of each bread slice, then place cheese slices between the unbuttered sides. Cook in a skillet over medium heat until both sides are very crisp and cheese is melted. Remove from heat and let grilled cheese sandwiches rest for 2 minutes. Cut sandwiches into cubes then divide amongst bowls of soup. Serve immediately.
Nutrition
Nutritional values are estimates only. Please read our full nutrition information disclaimer.














Aaaah. Pumpkin ravioli!! My mom just let me know that Trader Joe’s has some for this season so I may have to take the easy way out and ask her to send me some! That grilled cheese croutons in that tomato soup looks devine. It makes me feel like I should be wrapped up in a blanket on my couch!!
Love the Christmas Vacation reference. :)
Bahaha, I didn’t even realize!
Thanks so much for including my blondies!
That tomato soup looks amazing… and the croutons!!!
Those Kate Spade Christmas bow earrings have been on my Christmas wish list for TWO YEARS. Haha maybe this year I should just suck it up and buy them myself ;)
I say do it! Nothing wrong with buying yourself something special for Christmas! ;)
The cork trivet is adorable! Now I know what I can do with the hundreds of wine corks we used for decor at our wedding, haha! And the sweet potato tater tots…no words!
OK so I seriously love this post – I look forward to it every Friday :)
You are cute as a button!!
I’ll take a basket of your croutons…thanks =)))
The gooey candy blondie thingies…wow!
Lauren Conrad’s dress is so cute, but I would have NO where to wear it!
Thanks for showing me my new fav song :)
THAT dress!
Woah, everything here looks so good! I think I opened up about four of them! I love fall food goodies.
I look forward to this post all week!!
MAN I love your Friday Faves! Thanks so much for this amazing sounding recipe!
One time I was sick and wanted something to eat that wasn’t too heavy, so I ate some tomato soup from a can. Then I threw it up. To this day the taste of vomit and tomato soup from a can are one in the same to me. How’s that for disgusting?
I’m sure this recipe tastes nothing like vomit :)