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