Gather all fresh ingredients. Dice chicken breasts into bite-sized pieces, season with salt and pepper, and set aside. Chop romaine lettuce and halve cherry tomatoes. Measure out grated Parmesan cheese and prepare Caesar dressing.

Heat a skillet over medium-high heat with olive oil. Add seasoned chicken pieces and cook for 6-8 minutes until golden brown and cooked through.

In a large mixing bowl, combine chopped romaine, halved cherry tomatoes, and grated Parmesan. Add Caesar dressing and toss until well-coated.

Place a portion of the salad mixture and cooked chicken in the center of a tortilla. Fold in the sides and roll tightly to secure the fillings. Cut in half to serve.