It's nearly impossible to even set them in a chronological timeline, aside from The Dispossessed (which must be earliest because it involves the invention of the ansible) and then Rocannon's World, Planet of Exile, and City of Illusions happening in that order and being very late because of the telepathy and the Shing. And "Winter's King" does have a clear chronological relationship to The Left Hand of Darkness, though I don't remember off the top of my head which comes first. Other than that? Who knows!
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It's nearly impossible to even set them in a chronological timeline, aside from The Dispossessed (which must be earliest because it involves the invention of the ansible) and then Rocannon's World, Planet of Exile, and City of Illusions happening in that order and being very late because of the telepathy and the Shing. And "Winter's King" does have a clear chronological relationship to The Left Hand of Darkness, though I don't remember off the top of my head which comes first. Other than that? Who knows!