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This Philly cheesesteak grilled cheese is packed with rare roast beef, onions, green peppers, and lots of melty cheese. Easy, delicious, and sure to impress!

There is something utterly delicious about grilled cheese. Whenever I’m not sure what to make for dinner, you can guarantee I’m going to go the grilled cheese route. Seriously, what could be simpler?
When the fine folks from Kitchen PLAY and Land O’Lakes asked me to participate in the 30 Days of Grilled Cheese, I could not resist! One of my other favorite sandwiches is a Philly cheesesteak. So I took the two and combined them! This sandwich is STUFFED to the max with roast beef, peppers, onions and lots of cheesy goodness! I used the Land O Lakes® 4 Cheese Italian Blend because I loved the flavor of the cheese blend and really wanted it to shine between all those layers of fillings.

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Philly Cheesesteak Grilled Cheese

Ingredients
- 2 tablespoons olive oil
- 1 whole green bell pepper, cored and thinly sliced
- ½ small yellow onion, thinly sliced
- ¼ teaspoon Italian seasoning
- ¼ teaspoon kosher salt
- ¼ teaspoon black pepper
- 1 clove garlic, minced
- 4 large slices white bread
- 2 tablespoons unsalted butter
- ½ pound deli shaved rare roast beef
- 4 slices provolone cheese
Instructions
- In a 12-inch skillet add olive oil and set over medium-high heat.
- When the oil is hot, add sliced green bell peppers, yellow onion, Italian seasoning, kosher salt, and black pepper.
- Saute until the vegetables start to soften and the onion starts to look translucent about 10 minutes. Add in the garlic and saute for a minute longer. Remove the pan from the heat.
- Preheat your panini press to medium.
- Butter one side of your bread slices. On the unbuttered side of two slices of bread, start layering your sandwiches: one slice of cheese, half of the pepper/onion mixture, half of the roast beef, another slice of cheese, and the other side of bread, buttered side out.
- Place in panini press, close the lid, and press until the bread is toasted, the inside of the sandwich is warm and the cheese is melted, about 5 minutes.
Nutrition
Nutrition information is automatically calculated, so should only be used as an approximation.















Love the sandwich. I have pinned for this great cause.
Grilled cheese is a favorite in our family!
Totally fun grilled cheese. I’m on a huge grilled cheese kick lately. Love this one!
This looks incredible! I love that photo too!
Love how you melded two amazing sandwiches into one fantastic creation! The peppers, onions and roast beef with all that melty cheese sounds absolutely fantastic. Drool!
I’m craving a cheesesteak like crazy! You just fueled it further with this mouth-watering grilled cheese. LOVE.
This is grilled cheese TO THE MAX. Love that the filling is busting out!
Looks like the best grilled cheese ever!
Fantastic looking grilled cheese! Love the melding of flavors here!
This is my kind of grilled cheese! Just gorgeous and delicious!