From The Undertaker to Brock Lesnar, Every WWE Superstar with Multiple Championship Win at Hell in a Cell

Published 06/15/2021, 8:00 AM EDT

WWE PPVs are one of the top entertaining productions within the wrestling industry. One portion of the PPVs are Hell in a Cell, and several Superstars such Randy Orton, The Undertaker, Brock Lesnar, Triple H, and others have wrestled inside the steel cage. In fact, some of them have become champions more than once inside the ruthless cage.


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Winning more than once is not an easy task, especially when it’s inside a steel cage. However, some of the Superstars overcame the adversities and showed the WWE Universe they can achieve the impossible.

The Undertaker


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The Deadman is one of the most known names for Hell in a Cell matches.

He defeated Mankind and Kane while being partnered with Stone Cold Steve Austin on June 15, 1998 on RAW.

Coming to his singles run, he defeated Mankind at King of the Ring in 1998, Big Boss Man at WrestleMania XV, Randy Orton at Armageddon 2005, Edge at SummerSlam 2008, CM Punk at Hell in a Cell 2009, Triple H at WrestleMania XXVIII, and Shane McMahon at WrestleMania 32.

Triple H

The Game is a renowned name in the industry. After making it huge as a Superstar, he is ensuring the younger talents who come through WWE NXT find their place on the main roster. However, back in the day, he has secured some of the notable wins inside the steel cage.

Triple H defeated Cactus Jack at No Way Out 2000, Chris Jericho at Judgement Day 2002, Shawn Michaels at Bad Blood 2003 and Bad Blood 2004.

D-Generation X defeated Shane McMahon, Mr. McMahon, and The Big Show at Unforgiven 2006 and The Legacy at Hell in a Cell 2009.

Randy Orton

The Viper is known for his stern gaze, twisted smirk, and a true veteran Superstar in the industry.

Randy Orton defeated John Cena at Hell in a Cell 2009, Sheamus at Hell in a Cell 2010, Daniel Bryan at Hell in a Cell 2013, Jeff Hardy at Hell in a Cell 2018, and Drew McIntyre at Hell in a Cell 2020.

Currently, he is in an unusual tag team with Matt Riddle, and it’s unknown if the team will make a Hell in a Cell 2021 appearance.

NEW YORK, NY – AUGUST 23: Randy Orton enters the ring at the WWE SummerSlam 2015 at Barclays Center of Brooklyn on August 23, 2015 in New York City. (Photo by JP Yim/Getty Images)

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Shawn Michaels

The Heartbreak Kid continues to make appearances on wrestling and sports podcasts to talk about his experience inside the WWE squared circle. One topic continues to be his winning streak inside the cage.

Shawn Michaels defeated The Undertaker at Badd Blood: In Your House 1997, similar to Triple H, D-Generation X defeated McMahon and son & Big Show at Unforgiven 2006 and The Legacy at Hell in a Cell 2009.

Roman Reigns

The Tribal Chief is the current Universal Champion. He has won several singles matches throughout his career, and his steel cage victories are evidence of his skills as a pro-wrestler.

Roman Reigns defeated Bray Wyatt at Hell in a Cell 2015, Rusev at Hell in a Cell 2016, and his cousin Jey Uso at shell in a Cell 2020.

Currently, he is booked to appear in a match against Rey Mysterio at Hell in a Cell 2021.


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Brock Lesnar

The Beast may not have been a part of the ring for a while now. Nevertheless, his victories will never fade.


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Brock Lesnar defeated The Undertaker at No Mercy 2002 and Hell in a Cell 2015.

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There are other Superstars who have been champions more than once inside the cage such as Batista and CM Punk.


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Shuvangi Sen Chaudhury

1546 articles

Shuvangi is a senior WWE and AEW author at EssentiallySports. She has over 1000 published WWE articles and also has experience in content operations with Forbes. Having completed her undergraduation from Royal Holloway, University of London, Shuvangi is closely aligned to the fitness industry, having amateur skills levels in tennis and basketball while rowing at a regatta level.



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