Garlicky Grilled Cheese Sandwiches with Prosciutto

Jamie Brown-Miller


Garlicky sourdough bookends savory prosciutto and buttery shiitakes with bright, spicy tomatoes and peppery arugula in this perfect handheld meal!

★★★★★ 1 vote
1 Hr
1 Hr 10 Min


head garlic
2 Tbsp
olive oil
4 c
shiitake mushrooms, sliced
5 Tbsp
butter, divided
kosher salt and freshly ground pepper to taste
10 slice
roma tomatoes, diced
1 Tbsp
lemon juice
2 Tbsp
sriracha (garlic-chili paste)*
12 slice
sourdough bread, large
6 Tbsp
dijon mustard
3 c
extra-sharp white cheddar cheese, grated
3 c
arugula, chopped

How to Make Garlicky Grilled Cheese Sandwiches with Prosciutto


  • 1Preheat oven to 350 degrees. Slice the top from the head of garlic, place in an ovenproof bowl and drizzle with olive oil. Cover tightly with foil and roast in the oven for 1 hour. While the garlic is roasting, make the sandwich fillings.
  • 2Saute shiitake mushrooms with two tablespoons of butter, salt and pepper in a medium skillet over low heat, stirring frequently, until edges are golden brown. Remove from heat.
  • 3Tear the prosciutto into bite-sized pieces and set aside.
  • 4Mix the tomatoes, lemon juice and garlic-chili paste in a small bowl, coating well. Drain in a colander.
  • 5When the garlic is done roasting, squeeze out the cloves and mash with a fork. Spread equal amounts of roasted garlic on 6 of the bread slices.
  • 6Spread one tablespoon of Dijon mustard on each of the remaining six bread slices. On each of these slices, add equal amounts of cheese. Top with equal amounts of arugula, tomatoes, mushrooms and prosciutto. Top with the garlic bread slices.
  • 7Heat remaining butter in a large skillet or grill pan on medium-high heat. Toast sandwiches, covered, for two-to three minutes per side, or until golden brown. If you have to work in batches, keep first batch of sandwiches warm in the oven on low heat. When all sandwiches are done, slice on the diagonal and serve.

    *Sriracha, or garlic-chili paste, can be found in the Asian section of any supermarket

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