#2 Triple H (2003, 2005, 2008, 2009)
Triple H was the brainchild behind the concept of the Elimination Chamber match and it should not come as a shock that he has won this match the most times.
The Game's first Elimination Chamber match victory came in the year 2003 where he successfully defended his World Heavyweight Championship against Goldberg, Chris Jericho, Shawn Michaels, Randy Orton, and Kevin Nash. This match happened on the SummerSlam show of 2003. Triple H eliminated Goldberg with some assistance from Ric Flair and Randy Orton to win the match.
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He won his 2nd consecutive Elimination Chamber match in 2005 when he defeated Randy Orton, Batista, Chris Jericho, Chris Benoit and Edge to win the vacant WWE World Heavyweight Championship on the pay-per-view named New Year's Revolution. Shawn Michaels served as the special guest referee for this match.
Triple H next won the 2008 Elimination Chamber match after defeating Jeff Hardy, Shawn Michaels, Chris Jericho, Umaga and John Bradshaw Layfield to earn a WWE Championship match at WrestleMania XXIV.
His winning streak continued in 2009 as well when he became the WWE Champion of SmackDown after emerging victorious from the Elimination Chamber match also featuring Edge, the Undertaker, Big Show, Jeff Hardy, and Vladimir Kozlov,
HHH is still active inside the ring despite being the COO of the company and is expected to battle Batista at WrestleMania 35.