Grilled Cheese with Tomato Jam (Printable Version)

Golden bread holds gooey cheese and tangy tomato jam for a sweet-savory comfort favorite.

# What You'll Need:

→ Tomato Jam

01 - 1 cup ripe tomatoes, chopped
02 - 1/4 cup granulated sugar
03 - 1 tablespoon apple cider vinegar
04 - 1/4 teaspoon salt
05 - 1/8 teaspoon ground black pepper
06 - 1/8 teaspoon ground cinnamon (optional)
07 - Pinch of red pepper flakes (optional)

→ Grilled Cheese

08 - 4 slices country-style or sourdough bread
09 - 4 slices sharp cheddar cheese or cheese of choice
10 - 2 tablespoons unsalted butter, softened

# How-To Steps:

01 - Combine chopped tomatoes, granulated sugar, apple cider vinegar, salt, ground black pepper, and optional spices in a small saucepan. Bring to a simmer over medium heat, stirring occasionally.
02 - Lower the heat and continue to cook for 18 to 20 minutes, stirring occasionally, until the mixture reaches a thick, jam-like consistency. Remove from heat and allow to cool slightly.
03 - Spread softened butter generously on one side of each slice of bread. Place two slices, buttered side down, on a skillet or griddle over medium-low heat.
04 - Layer sharp cheddar cheese slices evenly over each bread slice, then spoon 1 to 2 tablespoons tomato jam onto each. Top with remaining bread slices, buttered side facing up.
05 - Cook sandwiches for 3 to 4 minutes per side, pressing gently, until bread is golden brown and cheese is melted.
06 - Remove from skillet, let cool slightly, cut in half, and serve warm.

# Expert Advice:

01 -
  • The tomato jam is like a secret ingredient that transforms grilled cheese into something you’ll crave again and again.
  • You only need everyday staples, yet the flavor complexity feels restaurant-worthy.
02 -
  • Trying to rush the jam on high heat just burnt the bottom and left the top watery—take your time for best results.
  • Switching to thick-cut bread changed everything—the crust stays crisp and never soggy, even with generous jam.
03 -
  • Reserve extra tomato jam—its bright flavor boosts eggs, grain bowls, and even burgers.
  • Slather the outside of the bread with mayonnaise if you’re out of butter; it gets just as crispy with a different depth of flavor.
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