Pat chicken dry; rub with olive oil, garlic powder, Italian seasoning, salt, pepper. Sear in a hot skillet 5–6 min per side until golden and 165°F (74°C) inside. Rest 5 min, then slice against the grain.
Chop romaine and dry thoroughly. Warm tortillas 20–30 sec per side in a dry skillet.
Spread 2 tbsp Caesar dressing down the center of each tortilla.
Layer romaine, chicken, Parmesan, and croutons (if using); drizzle with more dressing.
Fold bottom edge up, tuck in sides, roll tight. Slice diagonally and serve.