Sloppy Joe Grilled Cheese

This hearty Sloppy Joe Grilled Cheese combines two classic comfort foods into one irresistible sandwich. The gooey melted American cheese perfectly complements the savory, slightly sweet Sloppy Joe filling, all contained between golden buttery bread slices.

I started making these sandwiches when my children were going through a picky eating phase. What began as a clever way to repurpose leftovers has become one of our most requested family meals, especially on busy weeknights when time is short but appetites are big.

Ingredients

• American cheese slices: The perfect melting cheese that creates that signature gooey stretch with mild flavor that works beautifully with the bold Sloppy Joe filling
• White bread: Choose a sturdy variety that will hold up to grilling and the hearty filling while still getting perfectly crisp
• Butter: Use softened butter for easy spreading and that perfect golden exterior
• Prepared Sloppy Joe meat mixture: Whether homemade or from a mix, make sure it’s thick enough to stay in the sandwich
• Optional additions: Consider adding thinly sliced dill pickles or jalapeños for extra flavor contrast

How To Make Sloppy Joe Grilled Cheese

Preparation:

Ensure your Sloppy Joe mixture is cooled slightly so it won’t immediately melt through the cheese. Have all ingredients ready and within reach before heating your pan, as the assembly and cooking process moves quickly.

Heat the cooking surface:

Preheat your griddle or skillet over medium heat. A heavy bottomed pan provides the most even heating for perfectly golden bread. Allow at least 3 minutes for the pan to reach proper temperature.

Butter the bread:

Spread softened butter generously on one side of each bread slice. The butter should reach all the way to the edges to ensure complete browning and that signature crispy texture.

First layer assembly:

Place a bread slice butter side down in the heated pan. Immediately add one slice of American cheese on top of the bread. The bottom heat will begin melting the cheese which helps create a barrier for the Sloppy Joe filling.

Add the filling:

Carefully spoon approximately 3 tablespoons of Sloppy Joe mixture onto the cheese layer, spreading it evenly but keeping a small margin around the edges. This prevents spillage during cooking and eating.

Complete the sandwich:

Place a second slice of American cheese on top of the meat mixture. The top cheese creates another barrier that keeps the filling contained. Finish with another slice of bread, butter side facing up.

First side grilling:

Allow the sandwich to cook undisturbed for 3 to 4 minutes. Peek underneath occasionally to monitor browning, adjusting heat if necessary. The ideal color is a rich golden brown.

Flip with care:

Use a wide spatula to carefully flip the entire sandwich. If filling starts to escape, gently push it back in with the spatula. Be decisive but gentle with the flip to maintain structural integrity.

Finish grilling:

Cook the second side for approximately 3 minutes until golden brown and the cheese is completely melted throughout the sandwich.

Rest and serve:

Transfer the finished sandwich to a cutting board and allow it to rest for 1 minute before cutting. This brief rest helps the cheese set slightly which prevents the filling from immediately spilling out.

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My family has a tradition of serving these sandwiches alongside homemade potato chips whenever we have movie night. There is something magical about the combination of tangy sweet Sloppy Joe meat with the buttery crunch of the grilled bread that makes everyone happy. Even my husband who typically avoids messy foods makes an exception for these sandwiches.

Make Ahead Options

You can prepare the Sloppy Joe filling up to three days in advance and store it in the refrigerator. This makes assembly incredibly quick when you’re ready to cook the sandwiches. The cooled filling actually works better in the sandwiches as it doesn’t make the bread soggy as quickly as hot filling would. For busy weeknights, having prepared filling ready to go transforms this into a 5 minute meal.

Tasty Variations

While the basic recipe is delicious on its own, there are several ways to customize these sandwiches to your taste preferences. Try using pepper jack cheese instead of American for a spicy kick. Sourdough bread offers a tangy flavor contrast to the sweet Sloppy Joe mixture. For added texture, consider mixing a handful of corn chips into your meat mixture just before assembling the sandwiches. My personal favorite variation includes thinly sliced dill pickles which add a bright acidity that cuts through the richness.

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Serving Suggestions

These hearty sandwiches pair wonderfully with simple sides that balance their richness. A crisp green salad with vinaigrette dressing provides a refreshing contrast. Classic potato chips or sweet potato fries offer crunch and additional comfort food appeal. For a complete meal that will satisfy the hungriest appetites, serve alongside a cup of tomato soup for the ultimate dipping experience. During summer months, a side of fresh fruit salad provides a sweet and juicy counterpoint to the savory sandwich.

Storage Tips

While these sandwiches are best enjoyed immediately after cooking, leftovers can be stored in the refrigerator for up to two days. Wrap each sandwich individually in aluminum foil or place in an airtight container. To reheat, place on a baking sheet in a 350°F oven for about 10 minutes, or use a toaster oven. Avoid microwave reheating which will make the bread soggy. The Sloppy Joe filling itself can be frozen for up to three months, making it easy to have on hand for quick sandwich assembly anytime.

Frequently Asked Questions

→ How do you prevent the bread from burning?

Cook over medium heat and ensure the bread is evenly buttered. Avoid high heat to prevent burning.

→ Can I use a different cheese?

Yes, you can substitute American cheese with cheddar, mozzarella, or any meltable cheese of your choice.

→ What type of bread works best?

Soft white bread is ideal for its balance of crispiness and structure, but sourdough or whole wheat can also be used.

→ Can I prepare the filling in advance?

Yes, the Sloppy Joe meat mixture can be prepared ahead of time and refrigerated for up to 3 days for convenience.

→ How do I make it less greasy?

Use minimal butter on the bread or opt for a light cooking spray to lower the richness.

→ Can I add vegetables to the sandwich?

Yes, sliced pickles, caramelized onions, or even roasted peppers can add a fresh twist to the sandwich.