In a large bowl, combine the shredded chicken, chopped romaine lettuce, Caesar dressing, and grated Parmesan cheese. Mix well until all ingredients are evenly coated. Season with salt and pepper to taste.
Lay out the flour tortillas on a clean surface.
Divide the chicken Caesar mixture evenly among the tortillas, placing it in the center of each one.
Top each wrap with a few cherry tomato halves and, if desired, some croutons for extra texture.
Fold the sides of the tortilla inward, then roll it up tightly from the bottom to the top, ensuring the filling is secure inside.
Slice each wrap in half diagonally and serve immediately, or wrap in foil and refrigerate for up to 2 hours before serving.