Preheat the oven to 400° F.
Place the chicken strips in a large bowl. Add the Italian dressing and toss to coat.
Into a large, deep skillet, over medium-high, add the olive oil. When the oil is hot, add the chicken strips, shaking off any excess dressing. Cook, turning frequently for 5 minutes, until browned. Transfer the chicken to a cutting board and cut into 1-inch pieces.
In a medium-size mixing bowl, add the cooked chicken, stuffing mix, tomatoes with liquid, water, basil, and garlic. Stir gently, just enough to lightly coat all the stuffing mix.
Pour the mixture into a prepared 9x13-inch baking dish. Sprinkle with cheese and Italian seasoning.
Bake for 30 minutes, until the stuffing is lightly crisp and serve hot.