Dill Pickle Sloppy Joe Grilled Cheese

Dill Pickle Sloppy Joe Grilled Cheese: The Ultimate Comfort Food Mashup

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!

This cheesy, meaty, saucy sandwich is a game-changer for comfort food lovers. The savory, slightly sweet Sloppy Joe meat is loaded onto buttery grilled bread with melted cheese and crunchy pickles, creating a perfect bite of rich, tangy, cheesy goodness.

Whether you’re making this for a fun dinner, game day, or a comfort food craving, it’s an easy, indulgent, and unforgettable sandwich!


Why You’ll Love This Sloppy Joe Grilled Cheese

Cheesy & Meaty – A perfect balance of rich ground beef and melty cheese.
Sweet, Savory & Tangy – The bold Sloppy Joe sauce pairs perfectly with tangy pickles.
Crunchy & Buttery Bread – Grilled to golden perfection for crispy edges.
Easy & Quick30-minute recipe with simple ingredients.
Great for Any Occasion – Perfect for weeknights, game day, or anytime comfort food calls!


The Best Dill Pickle Sloppy Joe Grilled Cheese Recipe

This recipe is a mix of classic Sloppy Joes and grilled cheese, with melted cheddar, tangy pickles, and buttery toasted bread.

Ingredients (Makes 4 Sandwiches)

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)

Step-by-Step 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!

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!


Variations & Customizations

Want to mix it up? Try these fun twists!

1. Spicy Jalapeño Sloppy Joe Grilled Cheese 🔥

🌶 Add sliced jalapeños or a drizzle of hot sauce.
🌶 Use pepper jack cheese for extra heat.

2. BBQ Bacon Sloppy Joe Grilled Cheese 🥓

🍖 Swap ketchup for BBQ sauce.
🍖 Add crispy bacon for a smoky crunch.

3. Buffalo Ranch Sloppy Joe Grilled Cheese 🧀

🌟 Toss the Sloppy Joe meat in Buffalo sauce before assembling.
🌟 Serve with ranch dressing for dipping.

4. Sloppy Joe Patty Melt 🍔

🥩 Swap sandwich bread for rye bread.
🥩 Add caramelized onions for an old-school diner twist.


What to Serve with Sloppy Joe Grilled Cheese

This cheesy, saucy sandwich pairs perfectly with classic sides:

🍟 French Fries or Tater Tots – Because extra crispy goodness is always welcome.
🥗 Coleslaw – A fresh, tangy balance to the richness.
🥒 Extra Dill Pickles – For an extra punch of tang.
🥣 Tomato Soup – A warm, comforting dip for your sandwich.
🍺 Cold Beer or Soda – The perfect refreshing drink pairing.


How to Store & Reheat

Sloppy Joe Grilled Cheese is best served fresh, but you can store leftovers!

Storing:

  • Keep in an airtight container in the fridge for up to 3 days.

Reheating:

  • Stovetop: Heat on a skillet over medium-low heat until warm.
  • Oven: Bake at 350°F (175°C) for 5-10 minutes.
  • Air Fryer: Reheat at 375°F for 4-5 minutes for a crispy finish.

Final Thoughts: The Ultimate Comfort Sandwich

This Dill Pickle Sloppy Joe Grilled Cheese is a bold, messy, and utterly delicious take on a classic comfort food! It’s cheesy, saucy, tangy, and packed with flavor, making it perfect for game day, family dinners, or anytime you’re craving something indulgent.

🔥 Try it tonight and enjoy the best grilled cheese you’ve ever had! 🔥

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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)
  • 810 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

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