Today, let’s tackle a dish that sings as sweetly as ol’ Blue Eyes himself: Chicken Sinatra. This recipe is a true showstopper, perfect for impressing dinner guests or just treating yourself to a gourmet meal at home. So, roll up your sleeves and let’s get cooking!

Chicken Sinatra Recipe Overview
- Course: Main Dish
- Cuisine: Italian-American
- Total Servings: 4
- Prep Time: 15 minutes
- Cook Time: 30 minutes
- Total Time: 45 minutes
Kitchen Equipment Needed
Before you dive into the world of cooking this sumptuous meal, make sure you’ve got the right tools. You’ll need:
- Chef’s knife
- Cutting board
- Skillet
- Measuring cups and spoons
- Oven-proof dish
Ingredients
Prepare to elevate your cooking game with these top-tier ingredients:
Ingredient | Quantity |
---|---|
Chicken breasts | 4, boneless |
Prosciutto slices | 8 |
Mozzarella cheese | 1 cup, shredded |
Baby spinach | 2 cups |
Garlic | 2 cloves, minced |
Chicken broth | 1 cup |
Canned diced tomatoes | 1 cup |
Italian seasoning | 1 tbsp |
Olive oil | 2 tbsp |
Salt and pepper | To taste |
Fact: Chicken Sinatra is said to be named after the legendary Frank Sinatra, a nod to his Italian heritage and his love for hearty, flavorful meals.
Step by Step Instructions
Step 1 – Prep the Chicken
- Preheat your oven to 375°F (190°C).
- Lay chicken breasts flat on your cutting board.
- Mix in some Italian seasoning, salt, and pepper on both sides.
Placing the seasoning under the prosciutto helps infuse the chicken with robust flavors.
Step 2 – Stack the Flavors
- Place two slices of prosciutto on each chicken breast.
- Top each with a handful of baby spinach and a generous sprinkle of mozzarella.
Step 3 – Roll and Secure
- Carefully roll up the chicken breasts, securing them with toothpicks to hold everything together.
- Set a skillet over medium-high heat and add the olive oil.
- Sear the chicken rolls on all sides until golden brown, about 5 minutes.
Step 4 – Bake to Perfection
- Transfer the seared chicken rolls to an oven-proof dish.
- Mix the chicken broth and diced tomatoes in a bowl, then pour over the chicken.
- Place in the oven and bake for 20 minutes, or until the chicken is cooked through.
A digital thermometer inserted into the thickest part of the chicken should read 165°F (74°C) for optimal safety and tenderness.
Additional Tips
- Securing the Roll: Use extra toothpicks if needed to ensure the filling stays tucked inside while you sear and bake.
- Sauce Variations: Feel free to experiment with adding a splash of cream to the tomato sauce for a richer, creamier texture.
Pairing Suggestions
Chicken Sinatra pairs wonderfully with:
- A crisp, green salad dressed with vinaigrette
- Roasted vegetables
- Garlic bread or a slice of focaccia
Nutritional Information
Nutrient | Amount per Serving |
---|---|
Calories | 390 kcal |
Protein | 35g |
Carbohydrates | 8g |
Fat | 22g |
Saturated Fat | 6g |
Cholesterol | 98mg |
Sodium | 870mg |
Approximation: These values are estimated based on standard ingredient portions and cooking methods.
Dietary Information
This Chicken Sinatra recipe is high in protein and can be adapted for low-carb diets by reducing the amount of tomatoes and focusing on more greens.
FAQs about Chicken Sinatra
What can I use instead of prosciutto?
If prosciutto is hard to come by, try using thinly sliced bacon or smoked ham for a similar salty, rich flavor.
Can I make Chicken Sinatra ahead of time?
Absolutely! Prepare the chicken rolls a day in advance and keep them refrigerated. Bake just before serving.
Is this recipe suitable for freezing?
Yes, Chicken Sinatra freezes well. Cook completely, allow to cool, and freeze in an airtight container. Heat it again in the oven until it’s completely warm.
What are some key tips for perfecting this recipe?
Ensure your skillet is hot before searing the chicken to get a beautiful golden crust. Don’t skip resting the chicken after baking; it helps retain the juices.
Can I use other types of cheese?
Mozzarella is ideal for its meltability, but feel free to experiment with other cheeses like provolone or gouda for a different flavor profile.
How can I make this dish spicier?
Add red pepper flakes to the tomato sauce for an extra kick.
What should I do if the chicken isn’t rolling properly?
Make sure not to overfill the chicken. Less is more here to ensure you can roll and secure the chicken easily.
Conclusion
Chicken Sinatra is not just a dish; it’s a symphony of flavors wrapped up in a juicy, tender package. With these tips and tricks, you’re well on your way to mastering this delicious recipe. Cook it up, share it with friends or family, and watch as they marvel at your culinary prowess!
Feel free to leave your thoughts, questions, or feedback below. Let’s keep the culinary conversation going!
Check out some more delicious main dish recipes:
- Frontier Scallops Recipe
- Gyu Kaku Garlic Noodles Recipe
- Chamorro Empanada Recipe: A Culinary Delight from Guam
- Mike’s Farm Mac and Cheese Recipe
- Triple Delight Chinese Food Recipe
- Morton’s Steakhouse Chicken Christopher Recipe

Chicken Sinatra Recipe
Equipment
- Chef’s knife
- Cutting board
- Skillet
- Measuring cups and spoons
- Oven-proof dish
Ingredients
- 4 boneless Chicken breasts
- 8 slices Prosciutto
- 1 cup shredded Mozzarella cheese
- 2 cups Baby spinach
- 2 cloves minced Garlic
- 1 cup Chicken broth
- 1 cup Canned diced tomatoes
- 1 tbsp Italian seasoning
- 2 tbsp Olive oil
- To taste Salt and pepper
Instructions
Step 1 – Prep the Chicken
- Preheat your oven to 375°F (190°C).
- Lay chicken breasts flat on your cutting board.
- Mix in some Italian seasoning, salt, and pepper on both sides.
- Placing the seasoning under the prosciutto helps infuse the chicken with robust flavors.
Step 2 – Stack the Flavors
- Place two slices of prosciutto on each chicken breast.
- Top each with a handful of baby spinach and a generous sprinkle of mozzarella.
Step 3 – Roll and Secure
- Carefully roll up the chicken breasts, securing them with toothpicks to hold everything together.
- Set a skillet over medium-high heat and add the olive oil.
- Sear the chicken rolls on all sides until golden brown, about 5 minutes.
Step 4 – Bake to Perfection
- Transfer the seared chicken rolls to an oven-proof dish.
- Mix the chicken broth and diced tomatoes in a bowl, then pour over the chicken.
- Place in the oven and bake for 20 minutes, or until the chicken is cooked through.
- A digital thermometer inserted into the thickest part of the chicken should read 165°F (74°C) for optimal safety and tenderness.
Notes
- Securing the Roll: Use extra toothpicks if needed to ensure the filling stays tucked inside while you sear and bake.
- Sauce Variations: Feel free to experiment with adding a splash of cream to the tomato sauce for a richer, creamier texture.
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