As I flipped through an old cookbook, I stumbled upon a recipe that transformed my weeknight dinners—the Cubano Chicken Roll Ups! These delightful bites feature pickle-brined chicken filled with creamy Swiss cheese, savory ham, and a tangy crunch of pickles. Not only are they high in protein, making them perfect for anyone looking to stay healthy, but they’re also incredibly quick to whip up in the oven or air fryer. Satisfy your cravings without compromising on flavor or time; these roll ups are the ultimate crowd-pleaser for family dinners or gatherings. Curious how this Cuban-inspired dish can elevate your cooking game? Let’s dive right in!

Why Are These Cubano Chicken Roll Ups Unforgettable?
Zesty and Flavorful: The pickle brining method infuses the chicken with an irresistible tang that tantalizes your taste buds.
Quick Preparation: In under 30 minutes, you can serve up these delights—perfect for busy weeknights!
Versatile Cooking: Whether baked or air-fried, you achieve that golden, crispy exterior every time, just like in Lobster Biscuit Chicken or Chicken Taco Soup.
Adaptable: With gluten-free and dairy-free options available, you’ll cater to everyone’s dietary needs.
Crowd-Pleasing Appeal: Enjoy them as appetizers or main dishes; they’re sure to impress at any gathering!
Cubano Chicken Ingredients
• Discover the magic of Cubano Chicken Roll Ups with these flavorful ingredients!
For the Chicken
- 1 lb thin boneless chicken cutlets – A lean, high-protein base ensuring juicy deliciousness. Substitute with turkey cutlets for a lighter twist.
- 1 1/4 cups pickle juice – This marinade elevates flavor and moisture; opt for low-sodium for a healthier alternative.
For the Filling
- 4 teaspoons deli mustard – Adds a zesty tang; yellow mustard works well if you prefer.
- 2 oz thin sliced reduced sodium deli ham – Keeps the taste savory while curbing sodium; swap for turkey ham or skip it for a vegetarian delight.
- 2 oz shredded Swiss cheese – Offers that creamy richness; Gruyere or mozzarella can be perfect substitutes.
- 1-2 dill pickles (sliced thin) – Brings crunch and acidity; consider using bread and butter pickles for a sweeter option.
For the Breading
- Olive oil spray – Essential for greasing, ensuring that crispy exterior; avocado oil spray is a great alternative.
- 1 large egg (beaten) – Acts as the perfect binder; ground flax mixed with water can work for an egg-free version.
- 1/3 cup seasoned wheat or gluten-free breadcrumbs – Adds delightful texture; panko breadcrumbs can provide extra crunchiness when desired.
- 1/3 cup seasoned wheat or gluten-free panko – Enhances the crunchiness of the breading; crushed cornflakes can be a fun gluten-free substitute.
Embrace the delectable adventure of making Cubano Chicken Roll Ups with these simple yet essential ingredients!
Step‑by‑Step Instructions for Cubano Chicken
Step 1: Marinate Chicken
Begin by submerging the thin boneless chicken cutlets in 1 1/4 cups of pickle juice. Ensure every piece is fully coated for maximum flavor infusion. Cover the bowl and refrigerate for a minimum of 8 hours, or ideally overnight for soft, tangy, and zesty Cubano Chicken.
Step 2: Prepare Chicken
After marinating, take the chicken out of the refrigerator and drain the pickle juice. Pat the cutlets dry thoroughly with paper towels to ensure a crispy outer layer. This step is crucial to achieving the perfect texture when cooking your flavorful chicken roll-ups.
Step 3: Preheat Oven or Air Fryer
Preheat your oven to 425°F (220°C) or your air fryer to 400°F (200°C). This will ensure that your Cubano Chicken Roll Ups cook evenly and develop that irresistible golden-brown exterior. Use this time to prepare your workspace and gather all necessary ingredients for the assembly.
Step 4: Assemble Roll Ups
Lay each dried chicken cutlet flat on your counter. Spread approximately 1 teaspoon of deli mustard evenly across each piece, then layer with 2 ounces of thin-sliced ham, 2 ounces of shredded Swiss cheese, and a few slices of dill pickles. Carefully roll each cutlet tightly to enclose the filling completely, creating delightful roll-ups.
Step 5: Breading
Prepare your breading station by setting out a bowl with one beaten large egg and a shallow dish with a mix of 1/3 cup seasoned breadcrumbs and 1/3 cup seasoned panko. Dip each chicken roll in the egg wash first, allowing excess to drip off, then coat in the breadcrumb mixture until evenly covered. This will create a crunchy outer layer for your Cubano Chicken.
Step 6: Cooking
For oven cooking, place the breaded roll-ups on a lightly greased baking sheet and bake for 25 minutes, or until they are golden brown and the chicken is cooked through. If using an air fryer, arrange the rolls in a single layer in the basket, cooking in batches for about 12 minutes, ensuring they reach that perfect golden hue without over-browning.

Expert Tips for Cubano Chicken
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Dry Chicken Thoroughly: Ensure your chicken cutlets are completely dry before breading; moisture can lead to a soggy texture rather than the desired crispiness.
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Optimal Marination Time: For the best flavor, marinate the chicken in pickle juice overnight. This allows the meat to absorb the tangy essence.
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Uniform Pickle Slices: When slicing pickles, a mandolin can help achieve even thickness, which ensures consistent flavor and texture in every bite.
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Air Fryer Monitoring: Keep a close eye on your roll ups in the air fryer to avoid over-browning. Adjust cooking time as needed for maximum flavor and crunch.
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Breading Technique: Dip roll-ups properly in the egg wash, allowing excess to drip off before coating in breadcrumbs. This helps the crust adhere better and provides an even crunch.
Make Ahead Options
These Cubano Chicken Roll Ups are a fantastic meal prep solution for busy home cooks! You can marinate the chicken cutlets in pickle juice up to 24 hours ahead of time, which not only saves you prep time but also enhances the flavor. Additionally, you can assemble the roll ups without baking and refrigerate them for up to 3 days. Just make sure to cover them tightly to maintain their moisture and prevent any drying out. When you’re ready to cook, simply bake them in the oven or air fryer as directed, and you’ll have a deliciously crispy and satisfying meal with minimal effort!
How to Store and Freeze Cubano Chicken
Fridge: Store leftover Cubano Chicken Roll Ups in an airtight container for up to 3 days to maintain freshness and flavor.
Freezer: For longer storage, freeze the roll ups in a single layer on a baking sheet, then transfer to a freezer-safe container. They can stay good for up to 3 months.
Reheating: To reheat, thaw overnight in the fridge if frozen, then use the oven at 350°F for about 10-15 minutes, or air fry at 360°F for 5-8 minutes, ensuring they regain their crispiness.
Wrapping: If not consuming immediately, wrap each roll in plastic wrap before placing in the container to reduce moisture and preserve texture.
Cubano Chicken Variations & Substitutions
Feel free to tweak these Cubano Chicken Roll Ups to match your taste buds and dietary needs with these exciting variations!
- Vegan Option: Use eggplant or tofu instead of chicken, along with vegan cheese and ham replacements for a delicious plant-based meal.
- Spicy Kick: Add jalapeño slices or a spicy mustard to elevate the heat level and add a tantalizing twist to each bite.
- Herb-Infused: Mix fresh herbs such as dill, cilantro, or even parsley into the breadcrumb coating for a delightful fresh flavor.
- Lower Sodium: Choose low-sodium ham and pickle juice to make this dish kinder to your heart without sacrificing flavor.
- Crunchy Texture: Swap breadcrumbs for crushed cornflakes for an exciting crunch that’s perfect for texture lovers.
- Sweet & Savory: Substitute dill pickles with bread-and-butter pickles for a sweet kick that will complement the savoriness of ham and Swiss cheese.
- Pasta Option: Turn this concept into a pasta casserole by mixing diced roll-ups with cooked pasta and adding a creamy sauce for a comforting twist.
- Stuffed Peppers: Place the filling inside halved bell peppers before baking for a colorful variation bursting with flavor. Try pairing it with a side of White Chicken Chili for a delightful meal!
Experiment with these ideas to create your own perfect version of Cubano Chicken Roll Ups, and don’t hesitate to get creative!
What to Serve with Pickle-Brined Cubano Chicken Roll Ups?
Imagine a colorful spread that complements the vibrant flavors of your Cubano Chicken Roll Ups, creating an unforgettable dining experience.
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Crispy Green Salad: A refreshing salad with mixed greens, cucumbers, and a tangy vinaigrette enhances the savory tones of the roll ups.
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Quinoa Pilaf: Light and fluffy quinoa pilaf infused with herbs adds a nutty flavor and embodies a healthy side option, keeping the meal wholesome.
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Sweet Potato Fries: Crispy on the outside and fluffy on the inside, they offer sweetness that balances the savory richness of the chicken.
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Garlic Roasted Vegetables: A medley of roasted Brussels sprouts, carrots, and bell peppers brings vibrant colors and hearty textures, elevating the meal.
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Chilled Gazpacho: The coolness of this vibrant Spanish cold soup provides a refreshing contrast, perfect against the warm, golden chicken roll ups.
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Sparkling Lemonade: The bright, zesty flavor of sparkling lemonade brings a refreshing twist and pairs beautifully with the savory notes of the dish.
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Chocolate Mousse: For dessert, a decadent chocolate mousse provides a rich end to the meal, satisfying any sweet tooth after the flavorful main course.

Cubano Chicken Recipe FAQs
How should I choose pickle juice for marinating the chicken?
Opt for a high-quality pickle juice that’s low in sodium to keep the flavors bold without overwhelming saltiness. Look for clear, flavorful juice with minimal additives. If you’re feeling adventurous, homemade pickle juice can elevate the taste even further!
What’s the best way to store leftovers?
Leftover Cubano Chicken Roll Ups can be stored in an airtight container in the fridge for up to 3 days. When reheating, place them in the oven at 350°F for 10-15 minutes, which helps restore their crispy texture. If you’re not finishing them right away, freeze them for up to 3 months!
Can I freeze these Cubano Chicken Roll Ups?
Absolutely! To freeze, first lay cooked roll ups in a single layer on a baking sheet and freeze until firm. Then, transfer them to a freezer-safe container. When you’re ready to enjoy them again, thaw overnight in the fridge before reheating in the oven or air fryer.
What if I have a pickles allergy or dislike dill pickles?
No worries! You can omit the pickles altogether and add additional flavor through other ingredients, like sliced jalapeños for heat or roasted red peppers for sweetness. Alternatively, try using a sweet pickle variant or bread and butter pickles if you prefer a milder taste.
Why is it important to dry the chicken thoroughly before breading?
Ensuring the chicken is completely dry before breading is crucial for achieving that satisfying crispy crust. Any moisture can create a soggy texture instead. Be diligent in patting the chicken dry with paper towels after draining it from the pickle juice!
Can I substitute ingredients to make the recipe dairy-free?
Yes, you can easily make these roll ups dairy-free! Use dairy-free cheese alternatives and skip the Swiss cheese altogether. Many brands offer excellent dairy-free cheese that melts just as beautifully, ensuring your meal remains both delightful and accommodating to dietary needs.

Savory Cubano Chicken Roll Ups for a Healthy Feast
Ingredients
Equipment
Method
- Begin by submerging the thin boneless chicken cutlets in 1 1/4 cups of pickle juice. Cover and refrigerate for a minimum of 8 hours or overnight.
- After marinating, drain the pickle juice and pat the cutlets dry thoroughly with paper towels.
- Preheat your oven to 425°F (220°C) or your air fryer to 400°F (200°C).
- Lay each dried chicken cutlet flat, spread 1 teaspoon of deli mustard, layer with ham, Swiss cheese, and dill pickles, and roll tightly.
- Dip each chicken roll in a beaten egg and coat in a mixture of seasoned breadcrumbs and panko.
- Bake for 25 minutes or air fry for 12 minutes, ensuring they're golden brown and cooked through.

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