In a mixing bowl, combine the shredded chicken, romaine lettuce, cherry tomatoes, and Caesar dressing. Mix well until all the ingredients are evenly coated.
Season the mixture with salt and pepper to taste, adjusting according to your preference.
Lay out the whole wheat tortillas on a clean surface.
Divide the chicken Caesar mixture evenly among the tortillas, placing it in the center of each one.
Sprinkle grated Parmesan cheese and croutons (if using) over the filling for added texture and flavor.
Fold in the sides of the tortilla, then roll from the bottom up to create a tight wrap.
If desired, you can grill the wraps on a panini press or a skillet for 2-3 minutes on each side until they are lightly toasted and heated through.
Slice the wraps in half diagonally and serve immediately.