This would be a great matchup!! Both outstanding fighters but as good as De La Hoya was I think Benitez was better--particularly defensively and as a counter puncher. I'd go with Benitez in a close UD--say 8-6-1 for a 15 rounder. He would be a bit too skilled and slick for Oscar.
Benitez. Oscar was a fairly one handed fighter and he’d struggle to find Benitez which would result in him wasting energy, getting frustrated and tired.
I might favor Oscar at 140 — he was stronger at that weight while Wilfred was basically still a boy — but at welter or above it’s The Bible of Boxing all the way for me. At 147 and 154, Benitez is a grown (young) man and far sturdier. Wilfred W15 and comfortably.
Better resume overall yes but i don't think ODLH has any single wins as good as Benitez beating a near prime Cervantes and schooling a still good version of Duran at 154. I could see ODLH winning a controversial decision over Benitez though being the more flashy fighter however.
If you remove the age 17 part, I can’t see why beating Whitaker is any worse than Cervantes (BOTH were close). And I thought Oscar beat Tito and Mosley in the rematch. I don’t think Laing era Duran was any more significant than Vargas or Mosley at 154.