Tom Hamilton of Navy football fame endorsed this detailed Parker Brothers game. Plays a lot like a war game. You line up your pieces and probe your opponent to find his weaknesses. It originally came out in the 1930's and was re-released with different box art a number of times over the next 20+ years.
I'm not sure exactly what the timeline is for the various editions of this game. As is often the case with vintage games you can't go entirely by the dates and there seems to be some switching and back and forth between the components included with the different editions.