WWE Superstars with the most Hell in a Cell appearances 

#1 Former WWE Champion The Undertaker (14 appearances)

The future WWE Hall of Famer holds the record for the most appearances inside WWE Hell in a Cell

Future Hall of Famer The Undertaker holds the record for the most appearances by a WWE Superstar in Hell in a Cell matches.

As mentioned earlier in the article, the former World Heavyweight Champion competed in the very first Hell in a Cell match at Badd Blood: In Your House in 1997 against Shawn Michaels.

This was then followed by arguably the most famous Hell in a Cell match in WWE history as The Undertaker defeated Mankind (Mick Foley) at King of The Ring 1998.

Throughout his illustrious WWE career, The Undertaker has competed in numerous matches inside the demonic structure against the likes of The Big Boss Man, Brock Lesnar, Randy Orton, Batista, Edge, CM Punk, Kane, and many more.

One of The Undertaker's most famous ones came at WrestleMania XXVIII in the "End of an Era" match against Triple H with Shawn Michaels serving as the Special Guest Referee.

The Undertaker was able to defeat The Game inside Hell In A Cell and extend his WrestleMania undefeated streak to 20-0.

The Phenom's final Hell in a Cell match came at WrestleMania 32 in Dallas, Texas. He faced off against Shane McMahon inside the demonic structure, marking the latter's first match inside a WWE ring in over seven years.

Had Shane O'Mac won the match, he would have gained control of Monday Night RAW and The Undertaker would have been barred from competing at WrestleMania ever again in his career.

Unfortunately for McMahon, The Demon of Death Valley was able to prevail and left WrestleMania victorious.

With a record-setting 14 appearances inside Hell in a Cell, it is without question that The Undertaker is the greatest performer inside the demonic structure.