I saw Clockwork Orange once in high school, and again, after reading the screenplay, in college. That was over thirty years ago, and I’ve never needed to see it again. Same with 2001.
I LOVE the performances in The Killing and Lolita and Paths of Glory, and both of them are on my To See Again list, near the top.
Strangelove is ne plus ultra.
2001: A Space Odyssey
The Shining
Full Metal Jacket
Eyes Wide Shut
A Clockwork Orange
Dr. Strangelove
Out of what you listed, I believe these are all I’ve seen, so I tried to rank them accordingly. Caveats: I only watched Strangelove when I was too young to get the jokes, so… And Eyes Wide Shut–I have to be in a certain mood. But it fits that mood quite well. 
Artistically, this is part of why I dig Kubrick: Kubrick (mostly) thumbing his nose at the Golden Mean.
This has touched me, and I have crappily analyzed the film, the novel, and King himself during that era, and…I don’t think Kubrick was too far off. Don’t know if I can give any more intelligent particulars at this hour, but I’ve felt that Kubrick simply saw through (too early?) to the real Jack. And even the novel mentions quite a few times how scary Daddy really was, even if he had some good moments.
I see no disconnect. Kubrick did a good job. I think King was alarmed by how scary he (King) was at the time. You dig?
(PS: The recent sequel novel sucked the big one.)
Thinking about the movies, there are none that I dislike. Eyes Wide Shut might have been the weakest, but it had its points. I found Barry Lyndon slow, but it was beautiful, especially when seen in a theater where you could get the full effect. I’m too young (heh heh) to appreciate the setting of Lolita. But I’d happily watch any one of these again.
2001: A Space Odyssey
Dr. Strangelove
The Killing
Paths of Glory
Full Metal Jacket
Full Metal Jacket
Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb
Paths of Glory
A Clockwork Orange
Spartacus
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As of #27 kopek
24 -- Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr Strangelove Dr. Strangelove Dr. Strangelove
Dr. Strangelove Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove Dr. Strangelove
19 -- 2001: A Space Odyssey 2001: A Space Odyssey 2001 2001: A Space Odyssey 2001: A Space Odyssey 2001: A Space Odyssey 2001 2001: A Space Odyssey 2001 2001 2001: A Space Odyssey
2001: A Space Odyssey 2001 Space Odyssey 2001: A Space Odyssey 2001: A Space Odyssey 2001 2001: A Space Odyssey 2001: A Space Odyssey 2001: A Space Odyssey
17 -- A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange Clockwork Orange A Clockwork Orange Orange A Clockwork Orange
A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange A Clockwork Orange
15 -- Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket
Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket Full Metal Jacket
13 -- Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory Paths of Glory
12 -- The Shining The Shining The Shining Shining The Shining The Shining The Shining The Shining The Shining The Shining The Shining The Shining
7 --- Barry Lyndon Barry Lyndon Barry Lyndon Barry Lyndon Barry Lyndon Barry Lyndon Barry Lyndon
6 --- The Killing The Killing The Killing The Killing The Killing The Killing
6 --- Lolita Lolita Lolita Lolita Lolita Lolita
6 --- Spartacus Spartacus Spartacus Spartacus Spartacus Spartacus
3 --- Eyes Wide Shut Eyes Wide Shut Eyes Wide Shut
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I liked all of his films except The Shining. I really disliked that film, mostly because it’s nothing like the book and I really liked the book. Well, that and Nicholson chews the scenery so much I could never take hm seriously.
Dr. Stranglove
A Clockwork Orange
Paths of Glory
I’d stop here; nothing else was really a satisfying film. However, if forced to list five, I’d add 2001 and Barry Lyndon.
Paths of Glory and ***A Clockwork Orange ***were both brilliant.
Spartacus was very good, for a conventional Hollywood sword-and-sandal film.
Peter Sellers was awesome in*** Lolita.***
Barry Lyndon had great cinematography and a beautiful soundtrack (it was never nearly as funny as ANY work by Thackeray ought to be, though).
Huh, guess I came up with five good Kubrick movies after all. Wasn’t sure I could.
OTOH, I found that throwing Sellers in degraded the movie significantly. Someone who had the tone of Langella in the remake would have worked a lot better.
And yet Sellers in Strangelove was brilliant.
I actually stopped going to the cinema with any regularity or enthusiasm after Full Metal Jacket (what a disappointment! The New Kubrick turned out to be two films tacked together, the first of which had been done over and over again, and the second had been done so much better in ‘Halo Jones’ [‘2000AD’ comic strip] by Alan Moore).
That said:
But probably in the order 2, 4, 9, 10, 1.