Cook the pasta: Bring a large pot of salted water to a boil. Cook the elbow pasta until just al dente. Drain and rinse under cold water to cool completely.
Make the dressing: In a mason jar, whisk together the mayonnaise, sour cream, pickle juice, fresh dill, garlic powder, onion powder, salt, and pepper until creamy and smooth.
Combine everything: Add the cooled pasta, sliced pickles, cubed cheddar, and chopped bacon to the bowl. Gently toss everything together until well coated.
Chill: Cover and refrigerate for at least 30 minutes to allow the flavors to meld.
Serve: Stir before serving and garnish with extra fresh dill, if desired.