9. General Chang
Even when they're on the wrong side of history, you have to respect the Klingons, a proud warrior civilization that has produced some of the United Federation of Planets' most implacable enemies (as well as its closest peacetime partners). Klingon General Chang, memorably played by Christopher Plummer in 1991's Star Trek VI: The Undiscovered Country, is a prime example. He's a nasty, scheming conspirator who tries to provoke a war between the two great powers, framing Kirk and Bones McCoy for the assassination of the Klingon chancellor. (Not cool, Chang!) But he's also a Shakespeare buff who quotes the Bard in the middle of a chaotic space battle. Now that's what we call a great villain.