Perfect sweater weather Roasted Tomato Soup and Grilled Cheese combination. Made with love and enjoyed with family.
This is probably one of my favorite soups to make. It’s so easy and makes a big ole pot that you can enjoy for days of freeze. We prefer having lots of friends over and making it a night of it. Gathering around the table is one of my favorite things and traditions to have with my family. We often have friends over for dinner parties and this is the perfect way to enjoy some time together and eat some yummy soup.
A few years ago, we used to get together for soup nights with 6 couple friends and their kids. Whoever was hosting was in charge of making a soup or two and everyone else covered the salad, appetizers, dessert and drinks. How fun is that? We would rotate each month of who hosted the soup night and it was such a blast. This was one of my faves to make and share with our friends.

Dressing it up with some homemade grilled cheese takes it up a notch for sure. You can keep it healthy and enjoy it as is or make it sinful and serve it with the grilled cheese. the ball is in your court… or should I say the BOWL is in your court… hahah ok fine I’ll stop.
The great thing about this soup is it’s vegan, gluten free if you don’t do the grilled cheese on the side, Whole30 approved, paleo and all the healthy things out there. Make this soup for your family and let me know what you think in comments after. I hope they love it as much as we do.
IF YOU USE FRESH TOMATOES ONLY FOLLOW THIS :
- Add whatever amount of tomatoes you have, quarter them, remove the stem part.
- One – two sweet onions, cut into 2 inch pieces.
- Add in as much garlic as you prefer, not peeled.
- Drizzle enough oil to lightly cover the tomatoes.
- Sprinkle a few pinches of sea salt.
- With your hands toss the tomatoes, onions and garlic to make sure they are coated in oil.
- Bake at 425 F for 45 minutes.
- Remove from oven, let it cool slightly so you can remove skins from garlic.
- Add in as much fresh basil as you like.
- Place in a blender or use hand blender. Blend until smooth. Adjust seasoning to your liking.
- Reheat on the stove until warm enough.
- You can add a splash of heavy cream if you would like or keep it vegan, it will be creamy already.
- Serve on it’s own, garnish with basil, croutons or grilled cheese from below.

ROASTED TOMATO SOUP AND GRILLED CHEESE
Ingredients
Roasted Tomato Soup
- 5 Costco sized containers of Campari tomatoes on the vine
- 3 28 oz cans of good quality canned tomatoes
- 2 large sweet onion, peeled, cut into 10 wedges
- 1/2 large garlic head, not peeled
- salt, to taste (I used Jacobsen smoked sea salt)
- olive oil, for drizzling onto tomatoes
- 1 tbsp dried oregano
- 1 cup chopped fresh basil, plus extra for garnishing finished soup
Grilled Cheese
- good crusty bread, cut into desired number of slices
- good quality smoked cheese (I used Tilamook)
- unsalted butter
Instructions
Roasted Tomato Soup
- Preheat oven to 425F.
- Place tomatoes, onion, garlic on cookie sheet, drizzle with olive oil and salt, bake for about 30 mins or until tomatoes are soft and have popped their skins.
- Remove stems from tomatoes, add tomatoes, onion and peel the garlic from skin into large pot. Bring the pot to a simmer and add in canned tomatoes. Taste for salt and adjust seasoning. Add in dried oregano.
- Simmer for about 30 mins on low. Add in fresh basil about 5 minutes before done, mix.
- Remove from heat and using a stick blender, blend until smooth. Adjust seasoning if needed. Sprinkle with fresh basil in each bowl. Serve with or without grilled cheese.
Grilled Cheese
- Butter bread slices on one side and grate cheese.
- Preheat skillet to medium heat. Add buttered side down for 30 secs, flip to non buttered side so bread can get toasted a bit, flip it back and add cheese on both sides of non buttered side, press together and then flip.
- Enjoy with soup.
xoxo,
LENA
DID YOU MAKE THIS RECIPE?
If you give my ROASTED TOMATO SOUP AND GRILLED CHEESE a try? Let me know what you think. Leave a comment and don’t forget to take a picture, tag it with #lenaskitchenblog on Instagram or tag me on my Facebook page! I love seeing what you come up with!
Olga Senina
Simple, wholesome, and so delicious! I’ve always been a fan of tomato soup with grilled cheese, but I’ve never made it myself before. I’m a big fan of Lena’s recipes and I decided to give this one a try, knowing that it would be great no matter what. It turned out better than I expected. So satisfying and nourishing! Hits all the right spots! Thank you Lena!♡
Taylor
Can’t wAit to make this!
Gniewko
Tomato soup is my favorite. I always add a lot of pepper to it, I like very intense flavor. Your recipe is very good, today it made me delicious for dinner. Thanks for that, he adds to the favorites.
Yulia Shevchenko
This recipie is super easy to follow and super delicious. Never thought i could make tomatoe soup because it sounded sooo complicated. Made it twice in a week because it was sooo good! Highly recomend to anyone looking for a good tomatoe soup recipie!!
lenaskitchen
Yulia, I’m so happy to hear that. Glad you tried my recipe and loved it.
Holly
Just made this soup pared with a delicious smoked Gouda and extra sharp Tillamook grilled cheese sandwich. My husband couldn’t get enough. Thank you!!
Larisa Gotisan
Amazing recipe, Lenna! Hands down best tomato soup ?❤️ Thank you!
Sveta
This soup is delicious and easy to make. Thank you for the recipe ?
Anastasia
Love this recipe! Very tasty and incredibly easy to make.
Nat Bondar
Really good soup so easy to make my husbands favorite
Love Kleiim
Tried this for the first time tonight and let’s just say it was a success. My entire family included the kids loovvveedddd it. Super simple and amazing.
Andreea S
One of my favorites recipes from Lenaskitchen. So easy and so delicious tasting. No more buying tomato soup from Costco.
Lana Akinshin
I followed the updated recipe, used Lena’s tips she shared on Instagram (like that it is ok to add red onions as well as sweet onions), Early Girl tomatoes from New Seasons, a splash of lemon juice to add the touch of sour during the blending process, and finally heavy whipping cream just to make the soup extra creamy. My goodness, I have never had such a delicious tomato soup!!! I highly recommend this easy recipe!! Thank you Lena!
lenaskitchen
This makes me so happy to hear that. Glad you tried it with the different onions. It’s one of my favorites to make when it starts to get chilly.
Iveta
Best tomato soup recipe! Definitely something I’ll be making again!
lenaskitchen
I am so happy to hear that Iveta. Loved seeing your photo of it.
Lana
My first time making it today , and loved how easy is to make and how yummy it turned out. Thank you Lena for sharing this amazing recipe.
Mila
This soup was SO tasty, so flavorful! And my kids approved and said it was better than restraints they’ve tried! ? I paired it with smoked Gouda grilled cheese and it was the perfect combo. Definitely making this soup again! Thanks Lena for the amazing and easy recipe! ?
lenaskitchen
Mila, So happy to hear that. It’s my favorite as well. Makes me happy to hear that the kids approved it too. Happy cooking.
Julia Boitchenko
This. Soup. Is. Amazing! I made it a couple weeks ago and am already craving it again! Along with the grilled cheese, it really is the perfect combo.
lenaskitchen
I am so happy to hear that. Thank you so much for sharing. It’s one of my faves ot make during fall and winter time.