I've never listened to all of the plays (that sounds like fun!), but when I read them, I tend to do it thematically (comedies, tragedies, histories, romances) and chronologically within each theme. I do this with the histories even though that puts them out of historical chronological order, because the plays he wrote later (Richard II, Henry IV 1 and 2, and Henry V) are really better than the earlier set, and I find it disconcerting to go from those to the three Henry VI plays.

Do you have particular recordings in mind? I wonder if I could talk my husband into some of them for car trips.