
Sauté the veggies: Heat ½ teaspoon olive oil in a small skillet over medium heat. Add the diced red bell pepper and onion. Cook for about 2 minutes, just until they begin to soften. Remove from heat and set aside.
Mix the filling: In a large bowl, combine the shredded cheddar and Oaxaca cheese, chipotle chili powder, salt, roasted poblano pepper, cilantro, shredded chicken, and the sautéed vegetables. Toss everything together until well mixed.
Assemble the quesadillas: Heat a comal or cast iron skillet over medium-low heat and lightly coat it with olive oil spray. Working one at a time, spread about ½ cup of the chicken and cheese mixture over half of each tortilla, then fold it over to form a half-moon shape.
Cook until golden: Place two quesadillas on the skillet at a time and cook for about 2 minutes per side, or until the tortillas are golden brown and the cheese is melted. Transfer to a cutting board and slice in half. Repeat with the remaining tortillas. To keep them warm, place the cooked quesadillas in a 200°F oven while finishing the rest.
Serve: Serve the quesadillas hot with diced avocado, Mexican crema, pico de gallo, salsa, and a side of refried beans.