As I rummaged through my fridge one evening, I stumbled upon the perfect trio: succulent chicken, savory ham, and a jar of bright dill pickles beckoning for attention. That’s when inspiration struck! These Juicy Cubano Chicken Roll Ups are a delightful fusion of flavors that combines those ingredients into a satisfying, high-protein meal. Not only are they low in carbs—making them an ideal option for anyone looking to maintain a healthy lifestyle—but they can be ready in just 35 minutes. With every bite, enjoy a crisp exterior enveloping spicy mustard, tangy pickles, and rich Swiss cheese, all wrapped around tender chicken. Curious to see how this easy recipe transforms your dinner routine? Let’s dive in!

Why Choose Cubano Chicken Roll Ups?
Flavor Explosion: Each bite of these Cubano Chicken Roll Ups brings a vibrant mix of savory ham, tangy pickles, and rich Swiss cheese wrapped in juicy chicken.
Quick & Easy: Ready in just 35 minutes, this dish is perfect for satisfying weeknight dinners without fuss.
Healthy Choice: Packed with high protein and low in carbs, it aligns beautifully with your wellness goals.
Versatile Recipe: Feel free to experiment by swapping Swiss cheese for smoked gouda or adding fresh herbs for added flavor, just like in our Fiery Chicken Ramen or Ginger Soy Chicken.
Crowd-Pleaser: Whether it’s a family meal or a gathering with friends, these roll ups are sure to impress everyone at the table!
Cubano Chicken Roll Up Ingredients
For the Chicken
- 1 lb thin boneless chicken cutlets – The main protein source; ensure even thickness for uniform cooking.
- 1 1/4 cups pickle juice – Adds moisture and flavor through brining; can substitute with vegetable broth if preferred.
For Flavoring
- 4 teaspoons deli mustard – Enhances the flavor profile; use yellow mustard for milder taste or Dijon for a spicier kick.
- 2 oz thin sliced reduced sodium deli ham – Adds richness; turkey ham makes a great substitution.
- 2 oz shredded Swiss cheese – Provides creaminess and rich flavor; cheddar or Monterey Jack can also be used.
For Crunch and Texture
- 1-2 dill pickles – Brings crunch and tang; adjust quantity based on taste preferences.
- Olive oil spray – Helps crisp the exterior; coconut oil spray is a delicious alternative.
For Binding and Bread Coating
- 1 large egg, beaten – Acts as a binder for the breading; a flax egg is a great vegan option.
- 1/3 cup seasoned wheat or gluten-free breadcrumbs – Adds texture and crunch; omit or replace with crushed nuts for a low-carb alternative.
- 1/3 cup seasoned wheat or gluten-free panko – Enhances crunchiness; crushed cornflakes can substitute for a different texture.
Embrace this mouthwatering Cubano Chicken for a simple yet irresistible addition to your dinner plans!
Step‑by‑Step Instructions for Juicy Cubano Chicken Roll Ups
Step 1: Brine the Chicken
Begin by submerging the thin boneless chicken cutlets in pickle juice for a tasty brine. Seal the container and refrigerate for at least 8 hours for maximum flavor infusion. This step is crucial to ensure your Cubano Chicken is moist and flavorful, perfect for the upcoming savory roll ups.
Step 2: Prepare Chicken
Once the brining time is up, carefully drain the chicken cutlets and pat them dry with paper towels. Removing excess moisture is essential for achieving a crispy texture when baking or air frying. Arrange the cutlets on a clean cutting board, ready for the next step in crafting your delicious Cubano Chicken Roll Ups.
Step 3: Preheat Oven/Air Fryer
Preheat your oven to 425°F or your air fryer to 400°F. This temperature ensures a perfectly cooked exterior that is golden brown and crispy while keeping the chicken tender inside. While the appliance heats up, gather your ingredients for the assembly of the flavorful roll ups.
Step 4: Layer Ingredients
Take each dried chicken cutlet and spread a thin layer of deli mustard over the surface. Next, layer thinly sliced ham, shredded Swiss cheese, and dill pickle slices down the center of each cutlet. Roll each cutlet tightly, securing the delicious fillings inside. This assembly is key to a satisfying bite on your Cubano Chicken Roll Ups.
Step 5: Bread the Chicken
In a shallow bowl, beat one large egg to create a binding layer. Dip each chicken roll in the egg, allowing any excess to drip off. Then, roll the chicken in seasoned breadcrumbs, ensuring an even coating that will provide a delightful crunch. This step adds a delightful texture to your Cubano Chicken Roll Ups.
Step 6: Cook the Chicken
For oven cooking, place the rolled chicken on a baking sheet lined with parchment paper and lightly spray with olive oil. Bake for 25 minutes or until golden brown and cooked through, ensuring an internal temperature of 165°F. For the air fryer, arrange the rolls in a single layer and cook for about 12 minutes, turning halfway for even crispiness.
Step 7: Serve and Enjoy
Once cooked, allow the Cubano Chicken Roll Ups to rest for a few minutes before slicing into them. This resting period helps retain their juicy goodness. Arrange the roll ups on a serving platter and enjoy your savory creation, either as a main dish or paired with a light salad or roasted vegetables for a well-rounded meal.

Storage Tips for Cubano Chicken
Fridge: Store leftover Cubano Chicken Roll Ups in an airtight container for up to 3 days. Reheat in the oven at 350°F for about 10-15 minutes to restore crispiness.
Freezer: Wrap individual roll ups tightly in plastic wrap and place them in a freezer-safe bag. They can be frozen for up to 2 months for future enjoyment.
Thawing: To enjoy frozen roll ups, thaw them overnight in the refrigerator before reheating. This keeps the texture intact and makes for a delicious meal.
Reheating: For best results, reheat your Cubano Chicken Roll Ups in the oven instead of the microwave to maintain that delightful crunch.
Make Ahead Options
These flavorful Cubano Chicken Roll Ups are perfect for meal prep, making them an excellent choice for busy weeknights! You can easily brine the chicken in pickle juice up to 24 hours in advance, allowing the meat to soak in maximum flavor. After brining, pat the chicken cutlets dry and portion out your other ingredients (ham, cheese, and pickles) to have everything ready to roll. When you’re ready to enjoy, simply layer and roll the chicken, bread it, and cook according to the recipe instructions. For optimal quality, store any uncooked roll ups in the refrigerator and bake them fresh when you’re ready, ensuring that every bite remains crispy and delicious!
Helpful Tricks for Cubano Chicken Roll Ups
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Even Thickness: Ensure chicken cutlets are of uniform thickness for consistent cooking. If they’re too thick, they may not cook through properly.
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Moisture Matters: After brining, pat the chicken dry; excess moisture can prevent a crispy crust.
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Air Fryer Tips: Don’t overcrowd the air fryer basket. Space out the roll ups to avoid steaming and achieve that perfect crunch.
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Breading Technique: Coat the chicken evenly with breadcrumbs. A thick layer means more crunch, so don’t skimp on this step!
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Rest Before Serving: Allow the chicken roll ups to rest briefly after cooking. This helps retain juices and flavor in your Cubano Chicken.
Variations & Substitutions for Cubano Chicken
Customize your Cubano Chicken Roll Ups to match your taste buds and dietary preferences, and let your creativity shine in the kitchen!
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Cheese Swap: Smoked Gouda: Replace Swiss cheese with smoked gouda for a bolder flavor that adds a delicious, smoky twist.
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Dairy-Free: Vegan Cheese: Use dairy-free cheese alternatives that melt well for a creamy texture without the dairy. This keeps it indulgent yet plant-based!
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Low-Carb Crunch: Crushed Nuts: Omit breadcrumbs and use crushed almonds or pecans for a crunchy, low-carb option that adds a nutty flavor.
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Spicy Kick: Jalapeños: Add jalapeño slices into the filling for an extra hit of heat. Balance it with a sprinkle of cooling cilantro, which enhances the fresh taste!
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Herb Boost: Fresh Herbs: Incorporate fresh herbs like cilantro or parsley into your roll ups for a bright, garden-fresh flavor that’s sure to elevate every bite.
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Pork Alternative: Turkey Ham: Swap the deli ham for turkey ham to enjoy the same rich flavor with a leaner profile, perfect for health-conscious diners.
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Gluten-Free Option: Gluten-Free Breadcrumbs: Substitute regular breadcrumbs with gluten-free versions, ensuring everyone can enjoy these scrumptious roll ups without a worry.
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Flavor Inspiration: For more enjoyable twists, try the flavors from Tahini Chicken Peach or the zingy Chicken Fillet Spicy for some fresh ideas!
Feel free to explore these variations, making these Cubano Chicken Roll Ups uniquely yours!
What to Serve with Juicy Cubano Chicken Roll Ups?
Elevate your meal experience by pairing these delightful roll ups with sides that enhance their savory flavors and textures.
- Crispy Garlic Roasted Potatoes: The crunchy exterior and fluffy interior of garlic roasted potatoes perfectly complement the juicy roll ups, bringing a comforting touch to your plate.
- Tangy Coleslaw: The bright, crunchy slaw adds freshness and acidity, balancing the richness of the chicken and ham in each bite.
- Steamed Asparagus: This tender, slightly crisp vegetable offers a fresh green element that counterbalances the hearty roll ups, adding color and health benefits.
- Zesty Quinoa Salad: A light, protein-packed salad tossed with lemon and herbs brings a refreshing contrast while keeping the meal wholesome.
- Creamy Avocado Dip: Creamy and rich, this dip is perfect for drizzling over or enjoying alongside the roll ups, adding a velvety texture that dances on your palate.
- Chilled White Wine: A crisp, refreshing white wine pulls all the flavors together, enhancing the dish without overpowering it. Enjoy it chilled as the perfect sipper alongside your meal.
- Dark Chocolate Mousse: For dessert, indulge in a rich dark chocolate mousse, providing a sweet finish that contrasts beautifully with the savory roll ups, leaving a lasting impression.
- Garlicky Green Beans: Sautéed with garlic and olive oil, these green beans bring a delightful crunch and aromatic flavor that pairs perfectly with the savory chicken.
- Coconut Cauliflower Rice: Light and fluffy, this flavorful side mimics traditional rice while offering a low-carb alternative that complements the dish beautifully.

Cubano Chicken Recipe FAQs
What type of chicken should I use for Cubano Chicken Roll Ups?
Absolutely! Thin boneless chicken cutlets are ideal for this recipe, as they cook evenly and roll up nicely. Look for cutlets with even thickness to ensure that they cook uniformly. If you can’t find cutlets, you can gently pound regular chicken breasts to achieve the desired thickness.
How should I store leftover Cubano Chicken Roll Ups?
I recommend storing leftover Cubano Chicken Roll Ups in an airtight container in the fridge for up to 3 days. Reheat them in the oven at 350°F for about 10-15 minutes to help restore their delicious crispiness. This method is far better than using the microwave, which can make them soggy.
Can I freeze Cubano Chicken Roll Ups?
Very! To freeze, wrap each roll up tightly in plastic wrap and place them in a freezer-safe bag. They can be frozen for up to 2 months. When you’re ready to enjoy one, simply thaw it overnight in the fridge before reheating in the oven. This helps maintain their tasty texture and flavor.
What can I do if my chicken isn’t cooking evenly?
If your Cubano Chicken Roll Ups are cooking unevenly, it might be due to the thickness of the chicken or overcrowding your air fryer. Flatten the cutlets slightly for even cooking, and ensure there’s enough space around each roll in the air fryer basket to allow hot air to circulate effectively.
Can I make this recipe gluten-free?
Absolutely! You can easily make Cubano Chicken Roll Ups gluten-free by using gluten-free breadcrumbs and panko. Additionally, ensure that your deli ham and cheese don’t contain gluten, and you’re all set! Enjoy these delicious roll-ups while sticking to your dietary preferences.
How long should I brine the chicken, and what’s the best brining method?
To brine your chicken, submerge the cutlets in pickle juice and refrigerate for at least 8 hours for optimal flavor infusion. This step is crucial for ensuring your Cubano Chicken is juicy and flavorful. If you’re short on time, even a 2-3 hour brine can work, but I highly recommend the longer soaking for the best results.

Savory Cubano Chicken Roll Ups for a Tasty Weeknight Dinner
Ingredients
Equipment
Method
- Brine the Chicken: Submerge the chicken cutlets in pickle juice for at least 8 hours in the refrigerator.
- Prepare Chicken: Drain the chicken and pat them dry with paper towels.
- Preheat Oven/Air Fryer: Preheat oven to 425°F or air fryer to 400°F.
- Layer Ingredients: Spread mustard on each cutlet, layer with ham, Swiss cheese, and pickles, then roll tightly.
- Bread the Chicken: Dip each roll in beaten egg, then coat with breadcrumbs.
- Cook the Chicken: Bake for 25 minutes or air fry for about 12 minutes until golden brown.
- Serve and Enjoy: Let rest before slicing, serve with salad or vegetables.

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