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Can one 40k army fight another of the same?
That would normally be allowed. Characters are only unique within an individual army list; two different players can have the same unique character. Unless players agree to do something different, of course.
Is Dimir's milling strategy viable in Gatecrash sealed deck? If not, what can they do instead?
Good points. Given the "mill until you mill land cards", you might be able to mess someone up if they are playing 3+ colors, but that also depends on luck. Maybe an alternate win condition with Duskmantle Guildmage as well, but with the mana involved I don't think that is likely either. I wonder if a cipher/extort strategy could work instead of mill, but it most of the cipher cards cost too much mana for that.