Start by heating the olive oil in a large skillet until it shimmers. It will have a light sheen and give off a mild fragrance when ready. Do not let it smoke.
Add the chicken cubes to the skillet, allowing them to sizzle as they hit the hot oil. Cook until golden on all sides and no longer pink in the middle, which usually takes a few minutes. Ensure they are in a single layer for even cooking.
Toss in the chopped onion and let it soften and turn translucent, providing a sweet aroma. This will take a few minutes. Stir occasionally to prevent sticking or browning too quickly.
Stir in the minced garlic and red pepper flakes, allowing them to bloom for about a minute. Be careful not to burn the garlic, as this can result in a bitter flavor.
Pour in the uncooked penne, marinara sauce, red wine, and chicken broth. Stir everything together until well mixed, ensuring the pasta is submerged.
Sprinkle in salt, pepper, and dried oregano, then let the mixture come to a gentle bubble. Allow to simmer uncovered until the pasta is tender and the sauce thickens slightly, watching closely to prevent sticking or burning.
Once cooked, stir in the fresh basil leaves for a bright finish. Taste and adjust the seasoning if needed before serving.
Ladle the chicken penne into bowls, and sprinkle some Parmesan cheese on top, if desired. The dish should be warm and inviting.