Grilled Pineapple Chicken Quesadilla

Name: Grilled Pineapple Chicken Quesadilla
Prep time: 10 min
Cook time: 20 min
Total time: 30 min
Yield: 4 servings
Ingredients: 2 cups cooked chicken, shredded; 1 cup fresh pineapple, diced; 1 cup shredded Monterey Jack cheese; 1 cup shredded Cheddar cheese; 4 large flour tortillas; 2 tablespoons olive oil; Salt and pepper to taste; Optional: cilantro for garnish

Highlighted under: Simple Speedy Plates

I absolutely love creating exciting flavors in simple meals, and this Grilled Pineapple Chicken Quesadilla fits the bill perfectly! Combining the sweetness of grilled pineapple with seasoned chicken and gooey cheese, it makes for a delightful lunch or dinner option. In just 30 minutes, you can impress family and friends with this unique twist on a classic favorite. The vibrant colors and mouthwatering taste are sure to brighten up your table!

Created by

Ella

Last updated on 2026-01-30T01:01:30.253Z

When I first made these quesadillas, I was blown away by how well the sweetness of the grilled pineapple paired with the savory chicken. The secret? Grilling the pineapple until it caramelizes, which brings out its natural sugars and adds depth to the flavor. I recommend using fresh pineapple for the best results!

As I perfected this recipe, I found that having a good cheese that melts well is key to creating that ooey-gooey texture we all love in quesadillas. I usually opt for a combination of Monterey Jack and Cheddar for an extra cheesy experience. Each bite is simply heavenly!

Why You'll Love This Recipe
The combination of sweet and savory is addictive
Quick to prepare, perfect for busy weeknights
Great way to use up leftover grilled chicken

Enhancing the Flavor Profile

The grilled pineapple adds a unique depth to this quesadilla, balancing the rich flavors of the cheese and chicken. Its natural sugars caramelize during grilling, creating a delightful contrast with the savory elements. If the sweetness is too pronounced for your taste, consider marinating the pineapple in lime juice and chili powder before grilling to introduce a tart and spicy kick, which can elevate the overall flavor profile.

Each cheese you choose also plays a critical role: Monterey Jack melts beautifully, providing a creamy texture, while cheddar adds a sharpness that complements the sweetness of the pineapple. For a smokier twist, you could substitute smoked gouda for either cheese, yielding a richer taste that pairs perfectly with the grilled flavors.

Perfecting Quesadilla Technique

When assembling your quesadillas, ensure that the ingredients are evenly distributed across the tortilla. This helps prevent the filling from spilling out during cooking. Keep about half an inch from the edge to maintain a perfect seal when the quesadilla is folded. I often use a spatula to gently press down on the folded quesadilla to compress the filling. This technique not only helps keep everything inside but also encourages a lovely golden crust on the tortilla.

Cooking at medium heat is crucial; too high, and the tortilla might burn before the cheese melts. Look for visual cues: aim for tortilla edges that are lightly browned and crisp while ensuring the cheese is ooey-gooey. If your quesadilla is browning too quickly, lower the heat to avoid burning while allowing the cheese to melt thoroughly.

Ingredients

For the Quesadillas

2 cups cooked chicken, shredded
1 cup fresh pineapple, diced
1 cup shredded Monterey Jack cheese
1 cup shredded Cheddar cheese
4 large flour tortillas
2 tablespoons olive oil
Salt and pepper to taste
Optional: cilantro for garnish

Please ensure to have your ingredients prepped before starting to save time!

Instructions

Prepare the Pineapple

Preheat your grill to medium-high heat. Toss the diced pineapple with a little olive oil, salt, and pepper. Grill the pineapple for about 5 minutes, turning occasionally until caramelized and golden.

Assemble the Quesadillas

On half of each tortilla, layer the shredded chicken, grilled pineapple, and both types of cheese. Fold the tortillas over to create a half-moon shape.

Cook the Quesadillas

Heat the remaining olive oil in a non-stick skillet over medium heat. Cook each quesadilla for 3-4 minutes on each side or until golden brown and the cheese is melted.

Serve

Remove from heat, cut into wedges, and garnish with cilantro if desired. Serve hot with salsa or sour cream!

Enjoy your delicious quesadillas!

Pro Tips

For an extra punch of flavor, consider adding jalapeños to your quesadilla mix. They will give a nice spicy kick that pairs well with the sweetness of the pineapple.

Storage and Reheating Tips

These quesadillas can be stored in the refrigerator for up to three days, making them a fantastic make-ahead meal. To store, let them cool completely, then wrap tightly in plastic wrap or foil. For long-term storage, freeze the cooked quesadillas, separating layers with parchment paper to prevent sticking. They can last up to two months in the freezer.

When reheating, it's best to use the oven or an air fryer to retain crispness. Preheat your oven to 375°F (190°C) and bake for about 10-12 minutes until heated through and the outside is crisp. If you're short on time, microwaving works too, but be cautious of sogginess; only microwave for 30-45 seconds, covering it with a damp paper towel to maintain moisture.

Serving Suggestions

While these quesadillas shine on their own, consider serving them with a zesty pineapple salsa or guacamole to enhance the tropical flavors. A drizzle of honey-lime dressing can also elevate this dish, adding a hint of acidity that balances the richness of the cheese and chicken.

Pair your quesadillas with a refreshing side of cilantro-lime rice or a simple salad for a complete meal. For a bit of heat, add sliced jalapeños to the filling or serve some hot sauce on the side. Don’t shy away from experimenting with different toppings like sour cream, diced avocados, or even a sprinkle of crushed tortilla chips for added texture.

Questions About Recipes

→ Can I use canned pineapple?

While fresh pineapple is recommended for the best flavor, canned pineapple can work if drained well.

→ What's a good side dish for these quesadillas?

A fresh salad or chips with salsa would complement the quesadillas perfectly!

→ Can these be made ahead of time?

Yes! You can prepare the filling ahead and assemble the quesadillas when ready to cook.

→ What type of cheese melts best?

Monterey Jack and Cheddar are both great choices for melting smoothly in quesadillas.