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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.















How fun is this grilled cheese!? Just look at it!! It’s a thang of beauty!
The panini marks on your sandwich are just perfect – and all that glistening cheese! Congrats on being asked to do this from Land O Lakes. Fun!
I’m long overdue for a grilled cheese sandwich, and this one is calling my name! Steak, cheese and onions (hold the peppers for me) = one of my favorite combos ever 🙂
I love how you’ve combined the Philly Cheesesteak and Grilled Cheese to make one scrumptious sandwich!! Looks delicious!
This looks delicious! I can’t wait try this!
when cheese is mentioned twice in the title of a recipe, i know i’ll be pleased. 🙂
I grew up in Philly and LOVE cheesesteaks. This is just screaming my name!
Great grilled cheese option! My family would love this.
This looks fantastic, I just LOVE Philly Cheesesteaks. What a great idea to make it into a grilled cheese!
I’m SO with you! When I don’t know what to have for dinner its either oatmeal or grilled cheese! Josh would adore this. Hes a massive philly cheesesteak fan