The first Liddell vs Jackson fight was the real Pride vs UFC fight, its was an awesome scrap and the better fighter won.
Chuck is a legend but like Shogun, Rampage, Hendo and Wandy are legends, they all lose fights. They've mostly all faced each other, all at different times in their careers and different stages of strength of competition, and to say one is a league above the rest is impossible IMO. Look at the records of Jackson and Rua, two brutal gauntlets of opponents which makes their amount of wins to losses very impressive.
Hendo vs Chuck, who knows? Wouldn't be surprised to see that fight go 5 rounds, Chuck would probably be able to keep the fight standing, Hendo can eat shots all night. Probably be similar to Liddell vs Wandy, if I had to pick someone to end the fight it would be Hendo.
Jackson was truly something else though, took Chuck out twice and beat Hendo soundly. Look past the interview antics and mistakes he's made, Quinton Jackson is one of MMA's top talents.