#2 John Cena and Ric Flair - 16-time World Champions
John Cena and Ric Flair are two of the greatest icons that the WWE has ever witnessed. These two wrestlers have faced and defeated almost all the players of their generations. These two living legends are regarded as perhaps the greatest wrestlers ever in professional pro-wrestling.
Both John Cena and Ric Flair have won the World Championships a record number of 16 times. John Cena is a three-time World Heavyweight Champion and thirteen times WWE Champion.
Ric Flair, on the other hand, has won the NWA World Heavyweight Championship eight times, the WCW World Championship six times and the WWF Championship twice.
This is the maximum number of times any wrestler has ever won the World Championship. It seems that the record is going to persist for a long span of time as no wrestler at the present is close enough to this pair.