Bring a large pot of salted water to a boil. Add the pasta and cook according to package instructions until al dente. Drain and set aside, reserving about ½ cup of pasta water for adjusting consistency later if needed.
In a large skillet over medium-high heat, add the olive oil. Once hot, add the ground beef, breaking it apart with a spoon as it cooks. Season generously with salt and pepper. Cook until the beef is browned and fully cooked through, about 5–7 minutes. Remove from the skillet and set aside.
In the same skillet, reduce the heat to medium and add the diced onion. Cook until softened and translucent, about 3–4 minutes. Stir in the minced garlic and cook for an additional 30 seconds, until fragrant. If using chopped dill pickles, stir them in now and cook for another minute to release their flavors.
Pour the heavy cream into the skillet with the onions and garlic. Increase the heat to medium and bring the mixture to a gentle simmer. Cook for 3–4 minutes, stirring occasionally, until the cream begins to thicken slightly. Reduce the heat to low and stir in the shredded cheddar cheese until melted and smooth. Adjust seasoning with more salt and pepper if desired.
Return the cooked ground beef to the skillet with the Alfredo sauce. Stir well to combine, ensuring the beef is evenly coated in the creamy, cheesy sauce. Add the drained pasta to the skillet and toss everything together until the pasta is fully coated. If the sauce feels too thick, stir in a splash of reserved pasta water to reach your desired consistency.
Transfer the loaded cheeseburger Alfredo pasta to bowls or plates. Garnish with fresh parsley if desired and serve immediately. Pair with crusty garlic bread or a side salad for a complete meal.
