Place 1 tsp. oil onto a large cast iron pan (or large skillet) and set to medium-high heat.
Add two of the tortillas side by side, and top each with a quarter each of the scallions, cilantro, chipotle peppers and ¼ cup cheese. Top each with another tortilla.
Cook until the cheese has melted and the tortillas have lightly browned, 2-3 minutes per side.
Add remaining oil to the pan, and repeat with remaining quesadilla ingredients.
Cut each quesadilla into six wedges and serve with dip!