Bring a large pot of water to a rolling boil. Season generously with salt (it should taste like the sea). Cook the penne until al dente according to package directions. Reserve at least 1 cup of the starchy pasta water, then drain the pasta.
While the pasta cooks, heat the olive oil in a large skillet over medium heat. Add the pancetta and cook, stirring occasionally, until golden and crisp and internal temperature reaches at least 145°F (63°C), about 5 minutes. Use a slotted spoon to transfer the pancetta to a paper‑towel‑lined plate, leaving the fat in the skillet.
Add the onion to the skillet and cook, stirring, until translucent and soft, about 4 minutes. Stir in the garlic and red pepper flakes (if using) and cook until fragrant, 30 seconds.
Pour in the hand‑crushed tomatoes and their juices. Bring to a gentle simmer, scraping up any browned bits from the bottom of the pan. Cook, stirring occasionally, until the sauce thickens slightly, about 8 to 10 minutes.
Remove the skillet from the heat. Slowly pour in the vodka, then return the pan to medium heat. Simmer the sauce for 5 to 7 minutes to cook off the alcohol and let the vodka amplify the tomato flavors. The sauce should look glossy and slightly reduced.
Lower the heat to low. Stir in the heavy cream, reserved crispy pancetta, salt, and pepper. Simmer gently for 2 minutes, then add the drained penne directly to the skillet. Toss to coat, adding splashes of reserved pasta water as needed until the sauce is loose and velvety.
Remove from heat. Sprinkle in the grated Parmigiano‑Reggiano and toss until combined. Divide among bowls, top with fresh basil, a drizzle of olive oil, and extra cheese.