LIFESTYLE → GOURMET VS. EVERYDAY Issue 969 · July 12, 2023

Roasted Tomato Soup with Sourdough Grilled Cheese

During the summer, when tomatoes are at their peak sweetness and flavor, this tomato soup with sourdough grilled cheese recipe is a real treat

Roasted Tomato Soup with Sourdough Grilled Cheese


Styling and Photography by Sina Mizrahi

Chaya Suri Leitner

During the summer, when tomatoes are at their peak sweetness and flavor, this tomato soup with sourdough grilled cheese recipe is a real treat. It’s the perfect opportunity to take advantage of those beautiful, ripe tomatoes that are in season now. And when it comes to the grilled cheese, adding smoky cheese adds a wonderful depth and richness to each bite.

Sara Gold
I was very excited about this recipe — 
grilled cheese on crispy bread is a favorite in my house, 
and tomato soup just goes well with it. 
I wasn’t sure how my kids would take the soup, but I was willing to try!

SERVES 6

  • 3 lbs (1.36 kg) fresh tomatoes, halved
  • olive oil, for drizzling
  • 2 Tbsp butter
    I used oil to keep it pareve.
  • 1 large onion, roughly chopped
  • 8–10 cloves garlic, chopped
  • 6 cups vegetable broth or water
    I used water, and I only needed 3 cups to cover the tomatoes.
  • 1 tsp sugar
    I used 2 Tbsp.
  • ¼ cup fresh basil leaves
    I bought fresh basil and somehow when I got home from the 
    grocery, the basil was nowhere to be found! 
    So I used 1½ Tbsp dried basil instead. 
    Not sure how this affected the taste of the soup.
  • ½ tsp salt (adjust to taste)
    I used approximately 3 tsp.
  • ¼ tsp black pepper
  • 2 Tbsp red wine vinegar
  • ½ cup heavy cream (optional)
    Skipped this.
  • good-quality olive oil and fresh basil leaves, for garnish (optional)
Grilled Cheese
  • 12 slices sourdough bread
    I used ciabatta bread, has a similar crisp.
  • 15–18 slices smoked cheese (such as smoked cheddar or gouda)
    I used mozzarella.
  • 1 small red onion, thinly sliced
  • 1 jalapeño, thinly sliced (seeds removed for less heat if desired)
  • butter, softened

For the soup: Preheat oven to 400°F (200°C). Place the halved tomatoes on a baking sheet and drizzle them with olive oil. Roast the tomatoes in the preheated oven for about 30–40 minutes, or until they’re soft and slightly charred.

In a large pot, melt the butter over medium heat. Add the chopped onion and sauté until the onion becomes translucent. Add the chopped garlic and cook for an additional 1–2 minutes.

Add the roasted tomatoes (including any juices from the baking sheet) to the pot. Stir in the vegetable broth or water, sugar, fresh basil leaves, salt, and black pepper. Bring the mixture to a boil.

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