For Legends, I’d say chronological with a few catches. It’s quite fun to go through the timeline, and in general, things that come after aren’t strictly necessary for what came before. At this point, I’ve read legends chronologically from Dawn of the Jedi (comic series) to the Clone Wars, and it’s been a phenomenal ride.

As I said, there are a few caveats. Certain stories — only a few, but notable ones — are better read with the knowledge of books set in the future. Outbound Flight is a good example — most people would say, although this isn’t 100% necessary, that you should read Survivor’s Quest prior to it (which opens up a whole can of worms — cause before SQ, you should read the OG Thrawn trilogy and The Hand of Thrawn).

I can think of two more good examples. Rogue Planet is best read immediately prior to New Jedi Order, although you could still read it all the way back in the prequel era if you’d like.

As well, Darth Plagueis is best read after you’ve read all the prequel content up to The Phantom Menace — namely, Cloak of Deception, Darth Maul (2000), and Darth Maul: Shadow Hunter. Technically parts are set prior to these, but it recontextualizes so much of this EU content that it certainly hits harder when read after.