#1 CM Punk and Chris Benoit
Both CM Punk and Chris Benoit are former World Heavyweight Champions in the WWE. They both had a lot of similarities. The WWE Universe loved their on-screen characters. They both had an anti-management kind of personality and never toed the company line.
This was a dream match which was scheduled to happen at the Vengeance PPV in 2007. CM Punk vs Chris Benoit for the ECW World Heavyweight Championship. However, Benoit did not turn up for the match, and, Punk had to face John Morrison. A couple of days later, Benoit was found dead.
Had this match happened, it would have been a career-defining moment for both CM Punk and Chris Benoit. It could have been the biggest match in their career. Unfortunately, this match will never occur, and it will just be an unfulfilled desire of the entire WWE fraternity.