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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.

More sandwich recipes
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.















born and raised in Philly, I can honestly say this is making me proud. 🙂 It looks amazing!
Amazing! So when’s lunch? Because I desperately need a stack of these sandwiches!
I’m in heaven!!! making this ASAP
Oh my goodness, this is absolutely mouthwatering. I want one now please!!
I absolutely hate beef but somehow this looks amazing! The presentation’s so simple but is still so effective! xo
mmmmmm….delicious…mouthwatering….philly grilled cheese! I need to get in my kitchen asap!
These would be a huge hit in my belly! I love cheesesteaks in any form!
This looks amazing. Are you going to enter it in the Grilled Cheese Academy’s Recipe Showdown? https://grilledcheeseacademy.com
AAH! Cheesesteaks! I haven’t had one in, like, 4 years. And it’s very sad. A travesty, I tell you. Because I love them. I can’t get the right kind / cut of meat where I live and the butchers I’ve gone to are useless. 🙁
I’ll stop the whining now. I just wanted to say that this looks amazing and love that it’s in grilled cheese form!