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Crispy Prosciutto and Sun Dried Tomato Grilled Cheese Sandwich

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  • Author: Kelly
  • Total Time: 10 minutes
  • Yield: 2 Grilled Cheese Sandwiches


This better-than-average grilled cheese sandwich is quick and perfect for easy midweek lunches or dinners. It’s got a little bit of everything for a perfectly balanced melty, crispy, tomatoey,  summertime (or anytime) meal. And it’s ready in about 10 minutes which is hard to beat (especially because it’s really delicious). Made up of crispy prosciutto cotto, sun-dried tomatoes, American cheese, and little arugula — just add a side salad or potato chips to round it out. 


  • 4 slices of your favorite sandwich bread or roll
  • 4 slices of prosciutto cotto, or deli ham (or desired amount for 2 sandwiches)
  • 2 slices of American cheese
  • 2 sun-dried tomatoes, sliced into slivers
  • a handful of arugula
  • 1 teaspoon extra virgin olive oil (for crisping up the prosciutto)
  • 1 tablespoon butter (to cook the grilled cheese )


  1. Sauté the zucchini. Drizzle a little olive oil into a skillet set over medium-hi heat, add the prosciutto cotto slices in a single layer and sear until golden brown on the first side, flip them over and cook for just a couple of minutes more, or until crispy. Remove the slices from the skillet and allow them to cool while you build the sandwiches.
  2. Assemble the sandwiches. Add a slice of cheese to the bread, then a few leaves of arugula, some sliced sun-dried tomatoes, and top it off with the crispy prosciutto and another piece of bread. Add a pat of butter to the same skillet the prosciutto was cooked in and turn the heat up to medium, twirl the pan to coat it with melted butter, and add the sandwiches. Cook the grilled cheese until golden brown on the bottom, flip it over and continue cooking until the cheese has melted and the bottom is golden brown. Remove them from the skillet, slice and serve with your favorite chips or a salad Enjoy!


  • You may substitute deli ham for the prosciutto cotto. 
  • You may substitute mayonnaise for the butter, just be sure to use a thin coating on the outside of the bread if you do.
  • You may cook the grilled cheese sandwiches in the same pan used to crisp up the prosciutto cotto which makes cleanup less of a hassle. 
  • Prep Time: 5 minutes
  • Cook Time: 5 minutes
  • Category: Sandwiches + Burgers + Wraps
  • Method: Skillet
  • Cuisine: American


  • Serving Size: 1 sandwich
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