I do not know if Chuck Liddell will ever be a Pride Fighter! But maybe Chuck Liddell can fight in Pride Fighting Championship once again! Chuck has been to Pride before. Liddell went to Japan to compete in the PRIDE 2003 Middleweight Grand Prix tournament as the UFC's representative. (PRIDE's middleweight division is comparable to UFCs light heavyweight division). After defeating Alistair Overeem in the tourney's first round, Liddell was defeated by Quinton "Rampage" Jackson, who is to date Liddell's last and sole unavenged career loss.
It was announced at UFC 61 in July 2006 that if Liddell beats Sobral, he will fight PRIDE Middleweight (205 lb) Champion, Wanderlei Silva in November at Las Vegas. Dana White confirmed that the UFC Light Heavyweight Championship will be on the line at a press conference after the fight.  However, more recent press reports have indicated that contract negotiations between the UFC and PRIDE have failed, which may prevent the fight from happening. It is also rumored that Liddell will face Tito Ortiz once again for the Light Heavyweight championship sometime in December after comments made by Ortiz at UFC 62
So will this fight ever happen? Chuck Liddell vs. Wanderlei Silva !! I sure hope so and it will sell out and hundreds of thousands of people will pay to watch Chuck Liddell in the Pride Fighting Championships