It's one of the easiest ways for Sims to increase their Logic skill. It also provides Fun, and since two Sims can play, it can fulfill Social needs as well. Children can play, and in The Sims 2 and The Sims 3, will gain Logic skill by playing.
Two Sims playing chess will play a game. If allowed to run its course, it will end when one of them wins. In The Sims 2, mean Sims may attempt to cheat by distracting the other player. If caught, the other player's relationship with the mean Sim will drop. In The Sims 2, chess is popular among Knowledge Sims. Chess tables are also available at most parks in The Sims 2 and The Sims 3.