Martin Luther said of Zechariah 14, “Here, in this chapter, I give up. For I am not sure what the prophet is talking about.” Apparently he wrote two commentaries on Zechariah, both of which ended abruptly with chapter 13. John Calvin likewise demurred to offer an interpretation, for which many of us are eternally grateful.
There is no problem interpreting Zechariah 14 if you take it literally, believe God is God and that he keeps his covenants with no cute allegorical cheats. None. So I am definitely not boldly going where no man has gone before. Lots of men have gone there. They just didn’t spiritualize everything they ever encountered in the Old Testament and apply it to the Church. Steer clear of that interpretational dead-end, and you’ll be fine. So let’s have at it!