BBQ Chicken Pineapple Grilled Cheese

Featured in: Satisfying Hearty Mains

This BBQ chicken and pineapple grilled cheese brings Hawaiian flavors to comfort food. Tender chicken, sweet pineapple, and gooey cheese in every bite.

Tags: #chicken #cheese

Clare Greco
Updated on Mon, 30 Jun 2025 09:15:06 GMT
BBQ Chicken and Pineapple Grilled Cheese
BBQ Chicken and Pineapple Grilled Cheese | recipesbyclare.com
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BBQ Chicken Pineapple Grilled Cheese combines shredded sauced chicken, sharp cheddar, and three pineapple rings inside each buttery sourdough sandwich. The chicken is first baked at 350°F, cooled briefly, shredded, and mixed with the remaining barbecue sauce before the four sandwiches are assembled and grilled.

The recipe makes exactly 4 sandwiches or 4 servings. Preparation takes 5 minutes, cooking takes 30 minutes, and the total is 35 minutes. The chicken must reach 165°F, and each sandwich uses two bread slices, ½ cup cheddar in two layers, and exactly three pineapple rings.

BBQ Chicken Pineapple Grilled Cheese Ingredients

Two chicken breasts, divided barbecue sauce, eight sourdough slices, cheddar, twelve pineapple rings, butter, and cooking spray
Two chicken breasts, divided barbecue sauce, eight sourdough slices, cheddar, twelve pineapple rings, butter, and cooking spray | Recipes by Clare
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For the barbecue chicken, gather exactly 2 boneless skinless chicken breasts and 1 cup sweet and tangy barbecue sauce, divided.

For four sandwiches, use exactly 8 thick-cut sourdough bread slices, 2 cups freshly grated sharp cheddar cheese, exactly 12 thin pineapple rings—fresh or canned—4 tablespoons softened butter, and cooking spray. If using canned pineapple, drain the rings thoroughly before assembly.

How to Make BBQ Chicken Pineapple Grilled Cheese

Four stages showing two chicken breasts baked, chicken shredded with barbecue sauce, four sandwiches assembled with twelve pineapple rings, and four sandwiches grilled
Four stages showing two chicken breasts baked, chicken shredded with barbecue sauce, four sandwiches assembled with twelve pineapple rings, and four sandwiches grilled | Recipes by Clare
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  1. Heat the oven to 350°F. Put 2 chicken breasts in a baking dish, coat with half the barbecue sauce, and bake 20 minutes or until they reach 165°F.
  2. Cool 5 minutes, shred with two forks, and mix with the remaining sauce.
  3. Butter one side of all 8 bread slices and place them butter-side down.
  4. On 4 slices, layer ¼ cup cheddar, one-quarter of the chicken, exactly 3 pineapple rings, and another ¼ cup cheddar. Close with the remaining bread, butter-side up.
  5. Spray a skillet and cook 2 sandwiches at a time over medium for 3–4 minutes. Flip and cook 1–2 minutes more.
  6. Rest 1 minute, cut diagonally, and serve.

Bake Exactly Two Chicken Breasts

Rest the Chicken for Five Minutes

Shred and Add the Remaining Sauce

Prepare Eight Sourdough Slices

Freshly Grate Two Cups Cheddar

Start Four Sandwich Bases

Use Three Pineapple Rings Per Sandwich

Add the Second Cheese Layer

Spray and Heat the Skillet

Grill the First Side Three to Four Minutes

Finish the Second Side in One to Two Minutes

Four finished BBQ Chicken Pineapple Grilled Cheese sandwiches with melted sharp cheddar
Four finished BBQ Chicken Pineapple Grilled Cheese sandwiches with melted sharp cheddar | recipesbyclare.com
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Rest One Minute Before Cutting

Preserve the Thirty-Five-Minute Plan

Keep the Four Sandwiches Consistent

Conclusion

Bake 2 chicken breasts at 350°F with half of 1 cup barbecue sauce for 20 minutes or to 165°F. Cool 5 minutes, shred, and mix with remaining sauce. Butter one side of 8 sourdough slices. On 4 bases layer ¼ cup cheddar, one-quarter chicken, 3 pineapple rings, and another ¼ cup cheddar; close. Grill two at a time over medium for 3–4 minutes, flip for 1–2 minutes, rest 1 minute, and cut.

Frequently Asked Questions

→ What temperature must the chicken reach?

The thickest part of each breast must reach 165°F after about 20 minutes at 350°F.

→ How many pineapple rings go in each sandwich?

Use exactly three thin rings per sandwich, for twelve rings across the four sandwiches.

→ Why is the barbecue sauce divided?

Half coats the chicken before baking, while the remaining half is mixed into the shredded cooked chicken.

→ How many sandwiches does the recipe make?

Eight bread slices make exactly four sandwiches or four servings in 35 minutes total.

4.40 from 186 votes

BBQ Chicken Pineapple Grilled Cheese

Preparation Time:
5 Minutes
Cook Time:
30 Minutes
Total Cooking Time:
35 Minutes
Number of Servings:
4
BBQ Chicken and Pineapple Grilled Cheese
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Hawaiian-style grilled cheese loaded with BBQ chicken, pineapple rings, and melted cheddar. Sweet meets savory perfection!

Ingredients You'll Need

  • For the BBQ Chicken

  • For the Sandwiches

How to Make It

1.

1. Bake the chicken: Heat your oven to 350°F. Place chicken breasts in a baking dish and coat with half the BBQ sauce. Bake for 20 minutes or until the internal temperature reaches 165°F and juices run clear.

2.

2. Shred and season: Remove chicken from oven and let cool for 5 minutes. Using two forks, shred the chicken into bite-sized pieces. Mix the shredded chicken with the remaining BBQ sauce until well coated.

3.

3. Prep the bread: Spread butter on one side of each bread slice. Place all slices butter-side down on your work surface. This will be the outside of your sandwiches.

4.

4. Build the sandwiches: On the unbuttered side of 4 bread slices, layer in this order: ¼ cup cheese, ¼ of the BBQ chicken mixture, 3 pineapple rings, and another ¼ cup cheese. Top with remaining bread slices, butter-side up. Press gently to help everything stick together.

5.

5. Grill to perfection: Heat a large skillet over medium heat and spray with cooking spray. Cook 2 sandwiches at a time, butter-side down, for 3-4 minutes until golden brown. Flip carefully and cook 1-2 minutes more until the second side is golden and cheese is melted.

6.

6. Serve hot: Remove from heat and let cool for 1 minute. Cut each sandwich in half diagonally and serve immediately while the cheese is still gooey.

Extra Information

  1. Fresh pineapple works best, but canned rings work too - just drain them well
  2. Grate your own cheese for better melting than pre-shredded
  3. Medium heat prevents burning while ensuring the cheese melts completely
  4. The second side cooks faster, so watch carefully to avoid burning

Essential Tools

  • Baking dish
  • Large skillet or grill pan
  • Two forks for shredding
  • Spatula for flipping
  • Cheese grater

Allergy Warnings

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Contains gluten from bread
  • Contains dairy from butter and cheese
  • May contain soy from BBQ sauce

Nutrition Details (Per Portion)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 520
  • Total Fat: 26 g
  • Total Carbohydrate: 42 g
  • Protein: 32 g