Philly Cheesesteak Grilled Cheese

Featured in: Family Comfort Plates

This fusion creation combines the best of two classics: tender ribeye steak, caramelized bell peppers and onions, and creamy provolone cheese nestled between slices of buttery, golden-grilled bread. Simply sear your steak and veggies, assemble with cheese between bread slices, then griddle until the exterior turns golden brown and the cheese melts into every layer.

Perfect for lunch or dinner, this sandwich delivers restaurant-quality flavor in just 35 minutes. With a yield of 4 servings and easy difficulty level, it's ideal for weeknight meals or casual entertaining.

Updated on Sun, 18 Jan 2026 14:08:00 GMT
Golden-brown grilled cheese sandwich filled with ribeye steak strips, sautéed bell peppers, and onions, topped with melted provolone.  Pin it
Golden-brown grilled cheese sandwich filled with ribeye steak strips, sautéed bell peppers, and onions, topped with melted provolone. | weeknightwhisk.com

The griddle was already warm when I realized I had leftover steak and half a jar of peppers sitting in the fridge. My roommate wandered into the kitchen, drawn by the smell of butter hitting hot cast iron, and asked what I was making. I shrugged and said something like a Philly meets grilled cheese, and by the time I flipped the first sandwich, we both knew this was about to become a regular thing. It's one of those recipes born from impatience and hunger that somehow tastes better than anything you planned.

I made these for a group of friends during a late night card game, and the table went quiet the moment I set the platter down. Someone cut into a sandwich and cheese stretched halfway across the board. We abandoned the game entirely and just stood there eating, laughing at how something so simple could completely derail our evening.

Ingredients

  • Ribeye steak, thinly sliced: The marbling in ribeye keeps everything juicy and flavorful, but flank or sirloin work if you slice them thin enough against the grain.
  • Olive oil: Just enough to coat the pan and keep the steak from sticking without making it greasy.
  • Green and red bell peppers: The mix of colors isn't just pretty, the slight sweetness balances the richness of the meat and cheese.
  • Yellow onion: Sliced thin, it caramelizes just enough to add a subtle sweetness that ties everything together.
  • Kosher salt and black pepper: Season simply so the natural flavors shine through without competing.
  • Sturdy white or sourdough bread: You need something that can hold up to the filling and won't fall apart under pressure on the griddle.
  • Provolone cheese: It melts smooth and creamy with a mild tang that doesn't overpower the steak.
  • Unsalted butter, softened: Spread it evenly so every corner of the bread crisps up golden and tastes like comfort.

Instructions

Sear the steak:
Heat olive oil in a large skillet over medium high heat, then add the sliced steak in a single layer. Season with salt and pepper, let it sear without moving for about 2 minutes, then flip and cook another minute until browned but still tender.
Sauté the vegetables:
Toss the sliced bell peppers and onion into the same skillet, stirring occasionally until they soften and start to caramelize around the edges, about 4 to 5 minutes. Return the steak to the pan, toss everything together, then remove from heat.
Assemble the sandwiches:
Butter one side of each bread slice generously. Lay 4 slices buttered side down, then layer with provolone, a hearty scoop of steak and veggies, another slice of cheese, and top with the remaining bread, buttered side up.
Grill until golden:
Place sandwiches in a preheated non stick skillet or griddle over medium heat, pressing gently with a spatula. Cook 3 to 4 minutes per side until the bread turns crispy and golden and the cheese melts into every crevice.
Rest and serve:
Transfer to a cutting board and let them sit for a minute so the cheese sets just enough to not pour out. Slice in half and serve while still warm and gooey.
Philly cheesesteak grilled cheese cut diagonally, revealing juicy meat and colorful veggies between buttery sourdough slices.  Pin it
Philly cheesesteak grilled cheese cut diagonally, revealing juicy meat and colorful veggies between buttery sourdough slices. | weeknightwhisk.com

There's a moment right after you flip the sandwich when the smell hits you, toasted bread, melted cheese, caramelized onions, and you know it's going to be good. I've made these on rainy afternoons, after long work days, and once at two in the morning when nothing else sounded right. Every time, it feels like a small victory.

Choosing Your Steak

Ribeye is ideal because the fat keeps everything juicy, but I've used flank steak when I wanted something leaner. The key is slicing against the grain as thin as you can manage, almost shaved. If the steak is cold from the fridge, it's easier to slice cleanly without it tearing.

Customizing the Filling

I've added sautéed mushrooms when I had them on hand, and the earthy flavor made it feel heartier. A friend once threw in pickled jalapeños for heat, and it completely changed the profile in the best way. You can swap provolone for mozzarella if you want something milder, or try Swiss for a sharper bite.

Serving Suggestions

These sandwiches are rich enough to stand alone, but I usually serve them with something crisp and light to balance the richness. A simple green salad with lemon vinaigrette works beautifully, or you can go classic with fries and a cold drink.

  • Pair with dill pickles for a tangy contrast.
  • Serve alongside tomato soup if you want full comfort mode.
  • Cut into smaller pieces and serve as party sliders.
Philly cheesesteak grilled cheese on a rustic board, served with fries and a side salad for a hearty meal. Pin it
Philly cheesesteak grilled cheese on a rustic board, served with fries and a side salad for a hearty meal. | weeknightwhisk.com

This sandwich doesn't pretend to be fancy, and that's exactly why it works. Make it once and you'll understand why it's worth keeping steak and good bread in the house.

Common Questions

Can I use a different cut of steak?

Yes, you can substitute ribeye with sirloin, flank, or even leftover cooked steak. Just ensure the meat is sliced thin and cooked through before assembling your sandwich.

What cheese works best?

Provolone is traditional, but mozzarella, Swiss, or cheddar create delicious variations. Choose a cheese that melts well and complements beef flavors.

How do I prevent soggy bread?

Toast your bread lightly before buttering, and avoid letting cooked filling sit too long before assembly. Grill immediately after building your sandwich.

Can I make this ahead of time?

Prepare the steak and vegetable filling up to 2 hours ahead and store in the refrigerator. Assemble and grill fresh when ready to serve for the best results.

What temperature should my skillet be?

Medium heat is ideal for grilling these sandwiches. This allows the bread to turn golden and crispy while the cheese melts completely without burning the exterior.

What are good side dishes?

Crispy fries, coleslaw, a fresh green salad, or pickles pair wonderfully. A cup of soup also makes an excellent complement for a complete meal.

Philly Cheesesteak Grilled Cheese

Steak, peppers, onions, and melty provolone pressed between golden buttery bread for a hearty, satisfying sandwich.

Prep Time
15 min
Cook Time
20 min
Time Needed
35 min
Created by Ella Thompson


Skill Level Easy

Cuisine American

Makes 4 Portions

Dietary Info 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

Step-by-Step

Step 01

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

Step 02

Sauté Vegetables: In the same skillet, add bell peppers and onion. Sauté for 4 to 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 vegetable mixture, another slice of provolone, and then remaining bread slices buttered side up.

Step 04

Grill Sandwiches: Heat a large non-stick skillet or griddle over medium heat. Place sandwiches in the skillet in batches if necessary. Grill for 3 to 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.

Tools Required

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

Allergy Notice

Go through every ingredient to identify allergens and talk to your healthcare provider if you have concerns.
  • Contains gluten from bread
  • Contains dairy from cheese and butter
  • May contain soy depending on bread brand

Nutrition Information (per portion)

Nutrition details are for general reference and shouldn't replace advice from your doctor.
  • Caloric Content: 510
  • Fats: 27 g
  • Carbohydrates: 39 g
  • Proteins: 29 g