Season your chicken breasts generously with salt and pepper. Heat olive oil in a skillet and cook until golden brown on both sides, about 4–5 minutes per side, until the internal temperature reaches 165°F. Once cooked, remove from the skillet and let it rest before slicing.
In the same skillet, add minced garlic and cook for about a minute until fragrant. Toss in the halved cherry tomatoes, balsamic vinegar, and Italian seasoning, stirring occasionally until tomatoes soften and release their juices.
While the tomatoes simmer, cook pasta according to package directions until al dente. Reserve a small cup of pasta water before draining to adjust the sauce later if needed.
Slice the rested chicken into strips. Add the cooked pasta to the tomato mixture and toss everything together. Add sliced chicken on top and mix in fresh basil for a bright, herby flavor. Sprinkle grated Parmesan before serving.