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.














THOSE BLONDIES! Drool! That pumpkin ravioli also looks crazy good.
You are just rockin’ these cooking videos, such a natural!! The soup with the grilled cheese croutons looks so perfect for cooler weather, love it. And that glittery dress plus the updo, omg lusting after that for the holidays!!! This might be my fave Friday post yet :) (ps my mom told me today that she checks your blog every friday morning for the faves, she loves them too!)
I love your blog! It inspires me to cook more…and I love any type of tomato soup so this sounds perfect the chilly weekend we have ahead.
I just spent a pretty penny at Banana Republic and J.Crew but everything was on sale so I got more than usual when I shop there. LOVE! Have a great weekend!
My favorite “favorites” yet!! The quinoa fried rice, chevron scarf, potato skin mac and cheese (OMG)……EVERYTHING! Can’t wait for next weeks finds.
I can’t wait to try this recipe! I used to be such a tomato soup hater (liquid tomatoes? YUCK) but luckily I’ve realized the error of my childhood tastebuds and am now obsessed. And grilled cheese croutons? Sign me up.
Are you kidding me with those croutons? A-ma-zing!
Kristing!!! You did amazing! I think you need your own FN show next. :)
How delicious do those sweet potato tots look!!! Dying over here. I’m lovin sweet potatoes so much right now.
I have been seeing recipes for quinoa “fried rice” dishes and it’s super intriguing. Must try!
Um, Lauren Conrad’s holiday collection is blowing my mind! I want every item!
I always love your Friday Faves!! Those bow earrings are just too much….I have to have those to wear around Christmas. Also, your little grilled cheese croutons are brilliant.
So many delicious recipes here. Fabulous list (and I think I may need those earrings for an early holiday present…). Thanks!
I am loving those Kate Spade studs… I may have to check into those!
p.s. I got your Christmas Vacation reference in the Pumpkin Bake description.. love that movie!
OMG I didn’t even realize! Hilarious!
Love this post! And those grilled cheese croutons are so cute and so genius! We’re supposed to get snow here this weekend, so I’m thinking I should probably get on making this soup, stat!
PS. Have you listened to the rest of the Lumineers album? I love Ho Hey, but Stubborn Love – SO good. Have a great weekend!