The Stars logo is mostly made up of the team name with the "A" in Stars making the tip of the star. In comparison, the Red Wings logo may be more detailed but is cleaner and better-looking as logos go.
As usual, giant ball of fire versus anything yields a predictable result. The Star burns up the Red Wing.
This one is actually a bit more difficult to decide than it may seem. While both logos obviously portray the name well, its the way they symbolize where they're from that grabs my attention. The wheel attached to the wing references Motor City but at the same time, the big "lone star" in the Stars logo makes me thing Texas. It's kind of a toss-up but ultimately those 11 letters in the Stars logo will be the detrimental factor for it.