Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon

Dill Pickle Sloppy Joe Grilled Cheese

What happens when you combine a classic Sloppy Joe with a gooey grilled cheese and add a tangy dill pickle twist? You get the most mouthwatering, flavor-packed sandwich ever—the Dill Pickle Sloppy Joe Grilled Cheese!

Ingredients

For the Sloppy Joe Filling:

  • 1 lb ground beef (or ground turkey)
  • ½ small onion, finely diced
  • 2 cloves garlic, minced
  • ½ cup tomato sauce
  • ¼ cup ketchup
  • 1 tablespoon Worcestershire sauce
  • 1 tablespoon brown sugar
  • 1 teaspoon mustard (yellow or Dijon)
  • ½ teaspoon salt
  • ½ teaspoon black pepper
  • ¼ teaspoon smoked paprika (optional, adds a smoky flavor)

For the Sandwich:

  • 8 slices Texas toast or thick sandwich bread
  • 4 tablespoons butter, softened
  • 2 cups shredded cheddar cheese (or slices of cheddar/American cheese)
  • 8–10 slices dill pickles (or more, depending on preference)

Instructions

1. Make the Sloppy Joe Filling

  • In a large skillet over medium-high heat, cook ground beef until browned, breaking it apart (about 5 minutes).
  • Add diced onion and garlic, sautéing until softened (2 minutes).
  • Stir in tomato sauce, ketchup, Worcestershire sauce, brown sugar, mustard, salt, black pepper, and smoked paprika.
  • Let simmer for 5 minutes until the sauce thickens.
  • Remove from heat and set aside.

2. Assemble the Sandwiches

  • Spread butter on one side of each bread slice.
  • Place 4 slices (butter-side down) on a clean surface.
  • Add ½ cup shredded cheddar cheese (or 2 slices) on each bread slice.
  • Spoon a generous portion of Sloppy Joe filling over the cheese.
  • Layer with pickle slices.
  • Add another layer of cheese on top of the pickles.
  • Top with the remaining bread slices (butter-side up).

3. Grill the Sandwiches

  • Heat a large skillet or griddle over medium-low heat.
  • Place sandwiches in the pan and cook for 3-4 minutes per side, pressing lightly with a spatula.
  • Flip carefully and cook until golden brown and crispy, with cheese fully melted.
  • Remove from heat and let rest for 1 minute before slicing.

4. Serve & Enjoy!

  • Cut sandwiches in half and serve immediately.
  • Pair with extra pickles, coleslaw, or a side of crispy fries!

Notes

Tips for the Best Sloppy Joe Grilled Cheese

✅ Use thick bread – Texas toast or sourdough works best for crispy, sturdy sandwiches.
✅ Low & slow grilling – Cooking over medium-low heat ensures perfectly melted cheese without burning the bread.
✅ Don’t skimp on pickles! – The tanginess balances the rich flavors.
✅ Extra saucy? – Add a little more Sloppy Joe sauce before serving.
✅ For a spicy kick – Add sliced jalapeños or a drizzle of hot sauce!

  • Author: niold.com