Philly Cheesesteak Grilled Cheese

Featured in: Simple Stove & Skillet Treats

This Philly cheesesteak grilled cheese combines the best of both worlds—tender sliced ribeye steak sautéed with bell peppers and onions, layered with provolone cheese between buttered bread slices. Simply butter your bread, assemble the sandwich with the steak filling and cheese, then griddle until golden and crispy. Perfect for lunch or dinner, it comes together in just 35 minutes and serves four hungry people.

Updated on Sun, 18 Jan 2026 11:21:00 GMT
Close-up of a golden, buttery Philly Cheesesteak Grilled Cheese, showing melted provolone oozing from the crispy sourdough edges. Save
Close-up of a golden, buttery Philly Cheesesteak Grilled Cheese, showing melted provolone oozing from the crispy sourdough edges. | cocoabluff.com

My neighbor brought over a sandwich press one weekend, and we started experimenting with whatever was in the fridge. I had leftover steak from the night before and some wilting peppers that needed using. What started as a lazy lunch turned into something we couldn't stop talking about—crispy, buttery bread on the outside, molten cheese and savory steak on the inside. It was messy, indulgent, and exactly what a Saturday should taste like.

I made these for a group of friends during a game night, and they vanished before halftime. Someone said it tasted like Philly met Wisconsin at a diner, and honestly, that's the best description I've heard. The smell of caramelized onions and melting cheese filled the kitchen, and people kept wandering in asking when they'd be ready. I had to double the batch halfway through because no one wanted just one.

Ingredients

  • Ribeye steak, thinly sliced: The marbling makes it juicy and flavorful, slice it as thin as you can for the best texture.
  • Olive oil: Keeps the steak from sticking and adds a subtle richness to the vegetables.
  • Green and red bell peppers: They bring color, sweetness, and a slight crunch that balances the richness of the meat and cheese.
  • Yellow onion: Caramelizes beautifully and adds a deep, savory sweetness that ties everything together.
  • Kosher salt and black pepper: Simple seasoning that lets the natural flavors shine without overpowering anything.
  • Sturdy white or sourdough bread: Holds up to the filling and crisps perfectly without falling apart when you flip it.
  • Provolone cheese: Melts smoothly and has a mild, creamy flavor that complements the steak without competing.
  • Unsalted butter, softened: Creates that golden, crispy crust that makes grilled cheese irresistible.

Instructions

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Sear the steak:
Heat olive oil in a large skillet over medium high heat. Add the sliced steak, season with salt and pepper, and cook for 2 to 3 minutes until browned, then remove and set aside.
Soften the vegetables:
In the same skillet, add bell peppers and onion, sautéing for 4 to 5 minutes until softened and lightly caramelized. Return steak to the pan, toss to combine, and remove from heat.
Assemble the sandwiches:
Butter one side of each bread slice. Place 4 slices buttered side down, top each with 1 slice of provolone, a generous portion of steak and veggie mixture, another slice of provolone, and then the remaining bread slices buttered side up.
Grill until golden:
Heat a large non stick skillet or griddle over medium heat. Place sandwiches in the skillet, grilling for 3 to 4 minutes per side, pressing gently, until bread is golden and cheese is melted.
Rest and serve:
Transfer to a cutting board, let cool for 1 minute, then cut in half and serve immediately.
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Keep air fryer baskets clean while cooking wings, vegetables, and snacks with easy nonstick cleanup.
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The sandwich is cut diagonally, revealing juicy ribeye steak strips and colorful sautéed bell peppers and onions inside. Save
The sandwich is cut diagonally, revealing juicy ribeye steak strips and colorful sautéed bell peppers and onions inside. | cocoabluff.com

I remember biting into my first one and having to pause because the flavors just clicked. The sweetness of the caramelized onions, the richness of the cheese, the slight char on the steak, it all made sense together. My friend looked over and said, this is dangerous, and we both laughed because we knew we'd be making them again the next weekend.

Choosing Your Bread

I've tried this with everything from soft sandwich bread to thick sourdough slices. The sturdier the bread, the better it holds up to the juicy filling and the weight of the spatula when you press it down. Sourdough adds a slight tang that plays nicely with the provolone, while a simple white bread keeps it classic and nostalgic. Just make sure it's not too thin, or you'll end up with a soggy mess halfway through grilling.

Getting the Cheese Just Right

Provolone melts like a dream, but I've also used mozzarella when I wanted something milder and stretchier. Swiss works too if you like a sharper, nuttier flavor. The key is using two slices per sandwich, one on the bottom to anchor the filling and one on top to seal everything in. If the cheese isn't melting fast enough, cover the skillet with a lid for the last minute or two, it traps the heat and finishes the job beautifully.

What to Serve Alongside

These sandwiches are rich and filling, so I usually serve them with something light and crispy. A simple green salad with lemon vinaigrette cuts through the richness, or you can go full comfort mode with a side of fries or crispy potato wedges. Once I served them with pickles and everyone kept going back for more, the acidity balanced everything perfectly.

  • Add sautéed mushrooms to the filling for an earthy, umami boost.
  • Try sliced jalapeños if you want a little heat to cut through the cheese.
  • Swap provolone for pepper jack if you're feeling adventurous.
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Served on a wooden board with a side of fries, this hearty Philly Cheesesteak Grilled Cheese looks delicious. Save
Served on a wooden board with a side of fries, this hearty Philly Cheesesteak Grilled Cheese looks delicious. | cocoabluff.com

This sandwich has become my go to when I want something comforting without a lot of fuss. It's the kind of meal that feels special even on an ordinary Tuesday, and that's exactly what good food should do.

Recipe FAQs

Can I prepare the steak and vegetable filling ahead of time?

Yes, you can cook the steak and vegetables up to 2 hours in advance and store them in an airtight container in the refrigerator. Gently reheat before assembling your sandwiches.

What type of cheese works best for this sandwich?

Provolone is traditional and adds wonderful flavor, but mozzarella, Swiss, or even cheddar work beautifully. Choose a cheese that melts smoothly and complements the steak.

How do I get the cheese melted without burning the bread?

Medium heat is key. Grill for 3-4 minutes per side, pressing gently with your spatula. This allows the cheese to melt while the bread toasts golden. If needed, reduce heat and cook slightly longer.

What bread works best for grilling?

Sturdy white bread or sourdough are ideal because they hold up to grilling without falling apart. Avoid thin sandwich bread, which may tear or burn too quickly.

Can I make this sandwich dairy-free?

You can substitute traditional cheese with dairy-free alternatives and use dairy-free butter. However, the melting quality may differ slightly, so choose products specifically designed for melting and cooking.

What are some good side dishes to serve with this sandwich?

Crispy fries, potato chips, or a fresh green salad complement this hearty sandwich perfectly. You can also serve it with pickles or coleslaw for added crunch.

Philly Cheesesteak Grilled Cheese

Tender ribeye steak, caramelized peppers and onions with melted provolone on buttered bread for the ultimate comfort meal.

Prep Duration
15 minutes
Time to Cook
20 minutes
Time Required
35 minutes
Recipe by Aubrey Gray


Skill Level Easy

Cuisine Type American

Serves 4 Portions

Dietary Details None specified

What You’ll Need

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

Directions

Step 01

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

Step 02

Sauté the 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 of provolone, a generous portion of steak and veggie mixture, another slice of provolone, and then the remaining bread slices, buttered side up.

Step 04

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

Step 05

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

What You Need

  • Large skillet
  • Spatula
  • Bread knife
  • Cutting board
  • Large non-stick skillet or griddle

Allergy Info

Review every item to spot allergens. If unsure, reach out to a healthcare provider.
  • Contains gluten from bread
  • Contains dairy from cheese and butter
  • May contain soy depending on bread brand; consult product labels

Nutritional Breakdown (per serving)

This nutrition data is here for reference and shouldn’t substitute for your medical professional’s advice.
  • Calorie Count: 510
  • Fat content: 27 grams
  • Carbohydrates: 39 grams
  • Proteins: 29 grams