Dill Pickle Sloppy Joe Grilled Cheese is the best of both sandwich worlds when sloppy joes and grilled cheese meet. Taken to level 11 with dill pickles!
Over here, anything with dill pickles gets our attention. Close attention. Sometimes gazing off into space, deep in thought of how good it’s going to taste. Dill Pickle Dip and Hot Pastrami Flatbread are both made often. By request. And this sandwich is about to join them. 3 is not a crowd!
There are just no words to tell you how much we all loved these sandwiches. Not only do you have the sloppy joe mixture. Yum. But you make grilled cheese with it? Brilliant. AND you add dill pickles. I faint.
- 2 teaspoons extra-virgin olive oil
- 1 pound lean ground beef
- 1 small sweet onion , diced
- 1/2 teaspoon garlic powder
- 1/2 cup ketchup
- 2 teaspoons yellow mustard
- 2 teaspoons brown sugar
- 1/2 teaspoon kosher salt
- 1/4 teaspoon black pepper
- heaping 1/2 cup diced dill pickle
- 8 slices Texas Toast bread (or any thick/sturdy bread of your choice)
- 2 cups shredded cheddar cheese
- unsalted butter
In a large non-stick skillet, over medium-high heat, warm the olive oil. Add in the ground beef and onions; cook until the onions are softened and no pink remains in the beef, about 3 minutes. Drain off all the grease.
Stir in garlic powder, ketchup, mustard, and brown sugar. Mix well. Season with the salt and pepper. Stir in the dill pickles and mix to combine. Transfer sloppy joe mixture to a bowl and set aside; cover to keep warm.
Wipe out your skillet and return pan to medium heat. Spread butter over one side of a slice of bread. Place butter side down into the skillet, top with a little cheese, generous amount of sloppy joe mixture, and additional cheese, and finish with another buttered slice of bread, butter side up.
Cook in the skillet until lightly browned on the bottom, about 1-2 minutes, and flip over. Press down to flatten slightly, so the cheese can melt. Continue cooking until the other side has browned and the cheese has melted, another 1-2 minutes or so. Repeat with remaining sandwiches. Serve right away with potato chips or dill pickles on the side.