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Cowboy Jalapeño Popper Grilled Cheese sandwiches on a tray on a wooden table.
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Cowboy Jalapeño Popper Grilled Cheese

Elevate your grilled cheese experience with the Cowboy Jalapeño Popper Grilled Cheese, featuring roasted jalapeños and Cowboy cream cheese!
Prep Time20 minutes
Cook Time8 minutes
Total Time28 minutes
Course: Dinner, Main Course
Keyword: Cowboy Jalapeno Popper Grilled Cheese
Servings: 2 grilled cheese sandwiches
Calories: 1093kcal
Author: Amanda Rettke--iamhomesteader.com

Ingredients

Roasted Jalapeño Peppers

  • 4 medium jalapeños, stems removed, sliced in half, seeded
  • 1 tablespoon extra virgin olive oil

Grilled Cheese

  • 4 tablespoons unsalted butter, room temperature, divided
  • ½ cup Cowboy cream cheese, room temperature, divided
  • 4 strips bacon, cooked, divided
  • 1 cup (113 g) mild cheddar cheese, shredded, divided
  • 4 slices Texas toast, or your bread of choice

Instructions

Roast the Jalapeños

  • Preheat oven to 425°F.* Line a baking sheet with parchment paper.
  • Brush the jalapeño halves with olive oil on all sides and place them cut-side down on the prepared baking sheet.
  • Roast for about 15 minutes, or until the skins begin to char slightly.
  • Remove from oven and let cool slightly. Once cool, roughly chop the jalapeños and set aside.

Assemble the Sandwiches

  • Butter one side of a slice of bread. Flip it over and spread half of the Cowboy cream cheese (about ¼ cup) on the unbuttered side.
  • Top with half of the chopped jalapeños, 2 slices of bacon, and ½ cup of shredded cheddar cheese.
  • Butter one side of a second slice of bread, then place it on top of the sandwich, buttered side facing out.
  • Repeat with the remaining ingredients to make the second sandwich.
  • Heat a skillet over medium-low heat.** Add the sandwiches and cook for 3–5 minutes per side, or until the bread is golden brown and the cheese is melted.
  • Serve immediately.

Notes

*Roasting Jalapeño Peppers In An Air Fryer
  1. Brush the jalapeño peppers with olive oil (just like you would for oven roasting).
  2. Place the peppers in a single layer in the basket of your air fryer.
  3. Cook for 7 minutes at 425°F, or until the skins begin to char slightly.
 
**Air Fryer Jalapeño Popper Grilled Cheese
  1. Preheat your air fryer to 375°F.
  2. Assemble the sandwich with the roasted jalapeños, Cowboy cream cheese, bacon, cheddar cheese, and buttered bread.
  3. Place the sandwich in the basket of your air fryer. You can use parchment paper if needed to prevent sticking, but make sure it doesn’t block the airflow.
  4. Air fry the sandwich for 4-5 minutes, then flip it and cook for another 3-4 minutes until both sides are golden brown and the cheese is melted.
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Nutrition

Serving: 1cowboy jalapeño popper grilled cheese | Calories: 1093kcal