WWE Superstars with the most Hell in a Cell appearances 

#4 Former WWE Champion CM Punk (5 appearances)

The Second City Saviour has competed in five Hell in a Cell matches during his WWE tenure

Former WWE Champion CM Punk has made a total of five appearances inside the infamous Hell in a Cell structure during his WWE career.

The Second City Saviour's first appearance came in 2009 at the inaugural WWE Hell in a Cell pay-per-view event. Punk was unsuccessful in his defense of the World Heavyweight Championship against The Undertaker in the opening match of the show.

The #Undertaker put the #WorldHeavyweightTitle on the line against CM Punk at #HIAC in 2009! pic.twitter.com/H2ygyTnmml

— WWE Network (@WWENetwork) September 17, 2019

CM Punk's next appearance inside the demonic structure came during an often forgotten dark match after an episode of Monday Night RAW in September 2011. During the bout, John Cena successfully defended the WWE Championship against four WWE Superstars including CM Punk, Alberto Del Rio, Dolph Ziggler, and Jack Swagger.

This appearance was followed up once again at Hell In A Cell 2011 with Alberto Del Rio defeating CM Punk and John Cena in a Triple Threat Match to successfully capture the WWE Championship inside the structure.

CM Punk then collided with Ryback for two consecutive years inside Hell in a Cell. Punk successfully defended the WWE Championship against the then-undefeated star inside the devilish structure at the 2012 Hell in a Cell pay-per-view due to the interference of Brad Maddox.

CM Punk defeated Ryback and Paul Heyman the following year inside Hell in a Cell at the HIAC 2013 pay-per-view event in a 2-on-1 Handicap match.