Not really sure about this but I think the Silverado came with more touring gear like bags and a windshield. The Midnight was mostly just an all-black style package or something. Mechanically, they are almost identical so it really comes down to the look and what's already installed. Correct me if I'm wrong huh.
all road star models are reliable and give a comfortable ride with a very solid performance. If you're more into touring capabilities here comes the Silverado and if you like a more bold, rugged, blacked-out look then you should go with the midnight star. It really depends on your personal preference and what your needs are.