Grilled Philly Cheese Steak Sandwiches

Grilled Philly Cheese Steak Sandwiches

A grilled cheese sandwich with a twist: between crisp buttery slices of rye bread, you'll find Swiss cheese, sauteed beef and onions, and some green pepper!


4 large sandwiches


3/4 pound thinly sliced roast beef*, torn into large chunks (2-3" in diameter)
1 small-medium onion, thinly sliced
Salt and pepper
1 large green bell pepper, sliced into 8 rings
8 slices of provolone or Swiss cheese
softened butter
8 slices rye bread


1. Butter one side of each slice of bread and set aside.

2. In a large skillet over medium heat, melt 1-2 tablespoons butter. Add the onions and saute for a few minutes, until onions start to turn translucent.

3. Add the beef to the onions, sprinkle with a little salt and pepper, and saute until meat is hot.  Remove onion and meat mixture from the skillet and set aside.

4. Add a tablespoon of butter to the skillet and saute the pepper slices, just until crisp-tender. Don't overcook!!

5. Assemble sandwiches by placing a slice of bread buttered-side-down. Place 1 green pepper ring on the bread. Place a slice of cheese on top of the pepper. Spoon about one fourth of the meat mixture onto the slice of cheese and top with another slice of cheese. Place a second pepper slice on top of the second slice of cheese, and place another slice of bread, butter-side-up, on top.

So, from top to bottom, you will have:


And the buttered sides of the bread will be on the outside of the sandwiche, like for a grilled cheese sandwich. Because... that is what we are going to do next: grill it!

Grilled Philly Cheese Steak Sandwich

6. Heat a griddle or skillet over medium heat. Carefully place sandwiches on the hot griddle. After a couple minutes, flip sandwiches and toast the other side to a nice crispy brown. The cheese should be melted. Yum!

7. These sandwiches are best enjoyed hot off the griddle, but if for some reason you need to hold them for a few minutes until they can be devoured, we find it works great to place them on a wire cooling rack to prevent condensation from forming on the crispy buttery grilled side!

Additional Notes: 

*You can use deli roast beef, or slice your own from leftover roast beef.

Joshua created this recipe, combining a couple of his favorite things: Grilled cheese and MEAT! :) A big fan of Philly Cheese Steak sandwiches, these grilled ones are an easy way to enjoy the same flavors.

I have a rye bread recipe here. The bread in the photos of this sandwich, however, is from a store, not homemade.

Preparation Time: 

30-40 minutes

Cooking Time: 

10-15 minutes

Tammy's Review: 

SO yummy! The first time Joshua made these, I loved them! (Oh, plus the fact that he had just cooked dinner for me...) :) We ate them a couple times a week for about a month... then the newness wore off and we've eaten them on a more reasonable schedule. ;) VERY good, and if your family will balk at the idea of grilled cheese for dinner, these additions might change their minds! :) My rating: 10/10


We made these a few weeks ago for the first time...and everyone loved it. My mouth's watering just looking at it....I think it's time again! Makes a great summer meal. I cooked a sirloin steak in the crock pot for the day, since I didn't have leftover beef on hand.


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