01 - Preheat a grill pan or skillet over medium-high heat. Brush the chicken breasts with olive oil and season evenly with salt and black pepper.
02 - Grill the chicken breasts for 6 to 7 minutes on each side until cooked through and juices run clear. Remove and let rest for 5 minutes, then slice into thin strips.
03 - In a large bowl, toss the chopped romaine lettuce with Caesar dressing until thoroughly coated.
04 - Lay the flour tortillas flat. Evenly distribute the dressed lettuce, sliced chicken, shaved Parmesan cheese, cherry tomatoes if using, and crushed croutons among the tortillas.
05 - Fold the sides of each tortilla inward and roll tightly like a burrito. Slice each wrap diagonally in half and serve immediately.