Probably De La Hoya because he won titles at six weight classes (if you count the WBO) and history always favours the guys with star appeal more so than the guys who were in the same era, and as good.

Just look at Ray Leonard.

Also, most will remember how Oscar dominated Tito for much of their fight, and only lost because of his own terrible late round game-plan rather than anything Trinidad did. And that was at Oscars fourth weight class.