Deep Dish Sicilian Pepperoni Roll Calzones

By , Test Kitchen Director · Reviewed by AislePrompt Editorial · ·

Soft calzone pockets filled with spicy pepperoni and melted cheese inspired by classic Sicilian rolls with a deep dish style crust. This italian-inspired pizza ready in about 115 minutes pairs all-purpose flour, (1 packet) active dry yeast, (110°F) warm water for a weeknight-friendly dinner that comes together with one pan and minimal cleanup. Each serving lands at about 450 calories and feeds 6, so it slots cleanly into a weekly meal plan and pairs well with a quick salad or grain on the side. Tap "Plan a meal with the AI" below to drop this recipe into your week and send the ingredients straight to Instacart. Nutrition values are approximate, calculated from USDA FoodData Central (fdc.nal.usda.gov) — verify against ingredient labels for any health-driven dietary plan.

Prep: 90 min Cook: 25 min Serves 6 Italian cuisine 450 cal/serving
Plan a meal with the AI → Shop this recipe on Instacart → Shop equipment ↓

Ingredients

Instructions

  1. Step 1: In a small bowl, dissolve 2 1/4 tsp active dry yeast and 1 tbsp sugar in 1 1/4 cups warm water (110°F). Let sit for 5 minutes until foamy.
  2. Step 2: In a large bowl, combine 3 1/2 cups all-purpose flour and 1 1/2 tsp salt. Add the yeast mixture and 2 tbsp olive oil, stirring until dough forms.
  3. Step 3: Knead the dough on a floured surface for 8-10 minutes until smooth and elastic. Place in a greased bowl, cover with a towel, and let rise for 1 hour until doubled.
  4. Step 4: Preheat oven to 425°F. Punch down dough and divide into 6 equal balls. On a floured surface, roll each ball into a 7-inch circle.
  5. Step 5: On each dough circle, layer 1/3 cup shredded mozzarella, 1/4 cup sliced pepperoni, a sprinkle of 2 tbsp grated Parmesan, and 1/6 tsp dried oregano, leaving a 1-inch border.
  6. Step 6: Fold dough over the filling to form a half-moon shape and pinch edges to seal tightly.
  7. Step 7: Place calzones on a parchment-lined baking sheet. Brush each with 1 tbsp olive oil for a golden crust.
  8. Step 8: Bake for 20-25 minutes until golden brown and cooked through. Serve warm with 1 cup marinara sauce for dipping.

Equipment for this recipe

Top-rated tools to make this recipe successfully.

More Bakeware & baking tools → Shop all kitchen tools →

Frequently asked questions

How long does Deep Dish Sicilian Pepperoni Roll Calzones take to make?

Total time is about 115 minutes (90 min prep + 25 min cook). Most home cooks find this fits comfortably into a weeknight; double the batch on Sunday for two dinners.

How do I store leftover Deep Dish Sicilian Pepperoni Roll Calzones?

Cool to room temperature within 2 hours, then store in an airtight container in the fridge for up to 4 days. Reheat covered in a 350°F oven for 10-12 minutes, or microwave at 70% power in 60-second bursts to keep all-purpose flour from drying out.

Can I substitute ingredients in Deep Dish Sicilian Pepperoni Roll Calzones?

Yes — most ingredients in this recipe have flexible swaps. For oil, use any neutral high-smoke-point oil (avocado, grapeseed, refined coconut). For aromatics, dried herbs at ⅓ the volume of fresh work in a pinch. The full ingredient list is shoppable on Instacart so you can see substitutes in real time.

How do I scale Deep Dish Sicilian Pepperoni Roll Calzones for a different number of people?

The recipe is written for 6 servings. Multiply each ingredient by (your serving target / 6). Cook time stays roughly the same up to 2x; for 3-4x batches, switch from a skillet to a sheet pan or stockpot so the food isn't crowded — overcrowding steams instead of browns.

What goes well with Deep Dish Sicilian Pepperoni Roll Calzones?

Italian pizza like this pair well with a simple grain (rice, couscous, or crusty bread), a quick salad with acid (lemon vinaigrette, pickled onions), and a pan sauce or yogurt-based dip. Tap "Plan a meal with the AI" to get specific side suggestions.