Philly Cheesesteak Grilled Cheese

Featured in: Rustic Weekend Comfort Recipes

This Philly Cheesesteak Grilled Cheese combines the best of two beloved sandwiches. Thinly sliced ribeye is quickly seared with caramelized bell peppers and onions, then layered with provolone cheese and buttered bread before grilling until golden and crispy.

Ready in just 35 minutes, this easy American sandwich yields four servings and can be customized with mushrooms, jalapeños, or alternative cheeses. Perfect for lunch, dinner, or game day gatherings.

Updated on Sun, 18 Jan 2026 12:28:00 GMT
Golden-brown grilled cheese sandwiches filled with juicy ribeye steak strips, sautéed bell peppers, onions, and melted provolone. Save
Golden-brown grilled cheese sandwiches filled with juicy ribeye steak strips, sautéed bell peppers, onions, and melted provolone. | saffronbrook.com

My neighbor Dave challenged me to make him the best sandwich I could think of, and I panicked for about ten seconds before realizing I could just smash two classics together. The Philly cheesesteak met the grilled cheese that afternoon, and honestly, the look on his face when he bit into it was worth every bit of butter I slathered on that bread. It's messy, it's indulgent, and it's exactly what you want when you're too hungry to care about being delicate. I've made it at least a dozen times since then, each one better than the last. This is comfort food with zero apology.

I made these for a group of friends during a snowstorm last winter when nobody could leave my apartment. We stood around the stove in our socks, flipping sandwiches and arguing about whether provolone or American cheese was more authentic. The smell of sizzling steak and onions filled the whole place, and by the time we sat down with our plates, the storm outside didn't matter at all. Someone said it tasted like Philadelphia and Wisconsin had a baby, and we all agreed that baby was delicious. It's become my go-to whenever I need to feed people quickly and make them unreasonably happy.

Ingredients

  • Ribeye steak, thinly sliced (300 g / 10 oz): Ribeye brings the marbling and tenderness that make each bite juicy, and slicing it thin means it cooks fast and stays tender without any chewiness.
  • Olive oil (1 tablespoon): Just enough to get a good sear on the steak and keep the peppers from sticking without making everything greasy.
  • Green bell pepper, thinly sliced (1 small): Adds a slight bitterness that balances the richness of the cheese and steak, plus it brings color and crunch.
  • Red bell pepper, thinly sliced (1 small): Sweeter than the green, it caramelizes beautifully and makes the filling look as good as it tastes.
  • Yellow onion, thinly sliced (1 medium): Onions turn soft and sweet when you sauté them long enough, and they tie all the flavors together in a way that feels essential.
  • Kosher salt (1/2 teaspoon): Seasons the steak and veggies properly without overpowering, and the coarse grains dissolve just right.
  • Black pepper (1/4 teaspoon): A little heat and earthiness that wakes up the whole filling without stealing the show.
  • Sturdy white or sourdough bread (8 slices): You need bread that can handle the weight of the filling and the press of the skillet without turning to mush.
  • Provolone cheese (8 slices): Melts into creamy, stretchy perfection and has just enough flavor to complement the steak without fighting it.
  • Unsalted butter, softened (4 tablespoons): This is what turns the bread golden and crispy, and softening it first means it spreads evenly without tearing anything.

Instructions

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Sear the Steak:
Heat the olive oil in a large skillet over medium-high heat until it shimmers, then add the sliced steak in a single layer, season with salt and pepper, and let it sit undisturbed for about a minute before stirring so it gets a nice brown crust. Cook for another minute or two until just cooked through, then transfer to a plate and set aside.
Soften the Vegetables:
In the same skillet, toss in the sliced bell peppers and onion, letting them cook in the leftover steak drippings for 4 to 5 minutes, stirring occasionally, until they soften and start to caramelize at the edges. Add the steak back in, toss everything together, and take the skillet off the heat.
Build the Sandwiches:
Butter one side of each bread slice generously, then lay 4 slices buttered side down on your counter. Top each with a slice of provolone, a hefty scoop of the steak and veggie mixture, another slice of provolone, and finally the remaining bread slices with the buttered side facing up.
Grill Until Golden:
Heat a large non-stick skillet or griddle over medium heat, place the sandwiches in the pan, and cook for 3 to 4 minutes on the first side, pressing down gently with a spatula to help the cheese melt and the bread crisp. Flip carefully and grill the other side for another 3 to 4 minutes until both sides are deep golden brown and the cheese is fully melted.
Rest and Serve:
Transfer the sandwiches to a cutting board and let them sit for about a minute so the cheese sets just slightly and doesn't all run out when you cut. Slice each sandwich in half with a sharp knife and serve immediately while they're still hot and gooey.
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Close-up of a Philly Cheesesteak Grilled Cheese showing buttery sourdough bread and savory, gooey provolone cheese. Save
Close-up of a Philly Cheesesteak Grilled Cheese showing buttery sourdough bread and savory, gooey provolone cheese. | saffronbrook.com

The first time I served these at a casual dinner, I watched my friend Matt take a bite and immediately close his eyes like he was having a moment. He didn't say anything for a few seconds, just chewed slowly, and then he looked at me and said, "This is dangerous." I knew exactly what he meant. It's the kind of sandwich that makes you forget about portion control and manners, the kind you eat with both hands and a napkin tucked under your chin. That night, we all went back for seconds even though we were already full, because sometimes food is just that good.

Choosing Your Bread

I learned the hard way that flimsy sandwich bread doesn't cut it here. The first time I made these, I used regular soft white bread and it disintegrated under the weight of the filling, turning into a sad, soggy mess that barely held together. Sturdy sourdough or a good bakery white bread with some structure makes all the difference, giving you a crispy shell that stays intact no matter how much you stuff inside. The bread is basically the vessel that holds all the magic together, so don't cheap out on it. If it feels substantial in your hand before you even start building, you're on the right track.

Getting the Vegetables Right

The trick with the peppers and onions is to let them cook long enough to actually caramelize, not just soften. I used to rush this step and end up with crunchy, raw-tasting vegetables that didn't blend into the sandwich, but once I started giving them a full five minutes and resisting the urge to stir constantly, everything changed. They turn sweet and almost jammy, with browned edges that add a depth of flavor you just can't get from undercooked veggies. If your skillet starts to look dry, a tiny splash of water helps them steam and soften without adding more oil. Patience here pays off in every single bite.

Serving and Pairing Ideas

These sandwiches are rich and filling, so I like to serve them with something light and crisp to balance everything out. A simple green salad with a tangy vinaigrette cuts through the cheese and butter beautifully, or you can go the classic route with a pile of hot, salty fries if you're fully committing to indulgence. Sometimes I'll add a handful of pickles on the side just for the acidity, and it makes a surprisingly big difference. If you're feeding a crowd, cut the sandwiches into smaller portions and serve them as sliders, which also makes them easier to handle when the cheese is at peak melt.

  • Add sautéed mushrooms to the filling for an earthy, umami boost that makes it even more substantial.
  • Swap provolone for mozzarella if you want something milder, or try Swiss for a nutty, slightly sharp twist.
  • For a spicy version, toss in some sliced jalapeños with the peppers, or spread a little sriracha mayo on the bread before building.
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A hearty Philly Cheesesteak Grilled Cheese served with crispy french fries and a fresh dill pickle spear. Save
A hearty Philly Cheesesteak Grilled Cheese served with crispy french fries and a fresh dill pickle spear. | saffronbrook.com

This sandwich has become my answer to "what's for dinner" on nights when I'm too tired to think but still want something that feels special. It's messy, satisfying, and makes everyone at the table a little happier than they were before.

Saffron Brook Recipe Q&As

Can I prepare the steak and vegetables ahead of time?

Yes, you can cook the filling up to 4 hours ahead. Store it in an airtight container in the refrigerator, then warm gently before assembling and grilling the sandwiches.

What's the best type of bread for this sandwich?

Sturdy white bread or sourdough work best because they hold up well to grilling and won't fall apart. Avoid thin, delicate breads that may tear when pressed.

How do I get the cheese perfectly melted?

Grill over medium heat and press gently with your spatula. Cover the skillet with a lid or foil tent for the last minute to trap heat and ensure the cheese melts completely.

Can I use a different cheese?

Absolutely. Mozzarella, Swiss, or cheddar all work well. Choose cheeses that melt easily and complement beef flavors for best results.

How should I slice the steak for even cooking?

Slice the ribeye as thinly as possible, about 1/8-inch thick. For easier slicing, chill the steak for 30 minutes before cutting, or ask your butcher to slice it for you.

What sides pair well with this sandwich?

Crispy fries, potato chips, or a fresh green salad complement this rich sandwich nicely. A simple coleslaw or pickled vegetables also balance the buttery, cheesy flavors.

Philly Cheesesteak Grilled Cheese

Steak strips, sautéed peppers and onions, and melty provolone grilled between golden buttery bread slices.

Prep time
15 mins
Cook time
20 mins
Time required
35 mins
Created by Ariana Brooks


Skill Level Easy

Cuisine Type American

Serves 4 Portions

Dietary notes None specified

Ingredient List

Filling

01 10 oz ribeye steak, thinly sliced
02 1 tablespoon olive oil
03 1 small green bell pepper, thinly sliced
04 1 small red bell pepper, thinly sliced
05 1 medium yellow onion, thinly sliced
06 1/2 teaspoon kosher salt
07 1/4 teaspoon black pepper

Sandwich Assembly

01 8 slices sturdy white or sourdough bread
02 8 slices provolone cheese
03 4 tablespoons unsalted butter, softened

How to Make

Step 01

Sear the Steak: Heat olive oil in a large skillet over medium-high heat. Add sliced steak, season with salt and pepper, and cook for 2-3 minutes until browned. Remove and set aside.

Step 02

Sauté Vegetables: In the same skillet, add bell peppers and onion. Sauté for 4-5 minutes until softened and lightly caramelized. Return steak to the pan, toss to combine, and remove from heat.

Step 03

Assemble Sandwiches: Butter one side of each bread slice. Place 4 slices buttered side down on a work surface. Top each with 1 slice provolone, generous portion of steak and vegetable mixture, another slice provolone, and remaining bread slices with buttered side up.

Step 04

Grill Sandwiches: Heat a large non-stick skillet or griddle over medium heat. Place sandwiches in skillet in batches if necessary. Grill for 3-4 minutes per side, pressing gently, until bread is golden and cheese is melted.

Step 05

Rest and Serve: Transfer to a cutting board, let cool for 1 minute, cut in half, and serve immediately.

Equipment Needed

  • Large skillet
  • Spatula
  • Bread knife
  • Cutting board

Allergy advice

Review ingredients for potential allergens and reach out to a healthcare expert if unsure.
  • Contains gluten from bread
  • Contains dairy from cheese and butter
  • May contain soy depending on bread brand; consult product labels

Nutrition per serving

Nutritional details are for reference only and shouldn't replace professional advice.
  • Energy: 510
  • Total fat: 27 g
  • Carbohydrates: 39 g
  • Proteins: 29 g