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This story is from April 09, 2025

Ranking The Undertaker’s Most Memorable WrestleMania Main Events

The Undertaker's WrestleMania legacy is etched in iconic main events. From a slow-paced loss against Roman Reigns to a cinematic Boneyard Match against AJ Styles marking his exit, each bout held significance. He captured the WWE Championship against Sycho Sid and the World Heavyweight title from Edge.
Ranking The Undertaker’s Most Memorable WrestleMania Main Events
The Undertaker (Image via WWE)
The Undertaker is one of WWE’s most legendary superstars. Known for his powerful presence and unmatched WrestleMania streak, he stood tall in many memorable matches. While his WrestleMania appearances are countless, only a few were true main events. Let us take a look at five of The Undertaker’s main event matches at WrestleMania, ranked from least impactful to the best.

5. WrestleMania 33: Losing to Roman Reigns

This match was not one of The Undertaker’s best performances. Facing Roman Reigns in the main event, The Deadman looked a little slower and tired. Though the crowd was behind him, the match lacked the magic of his past classics. Roman beat him, handing him a rare main-event loss. After the match, Undertaker left his hat and coat in the ring, signaling possible retirement.

4. WrestleMania 13: WWE Championship win vs. Sycho Sid

The Undertaker won the WWE Championship in the main event of WrestleMania 13 by defeating Sycho Sid. It was a big win for the legend, as it proved he could be the face of the company. While the match had some interference from Bret Hart and was not as exciting as others, it was still a major moment in his career. It added another title to his legacy and showed his growth as a top star.
The Undertaker vs. Sycho Sid: WrestleMania 13 - WWE Championship Match

3. WrestleMania 36: The Boneyard Match vs. AJ Styles

Though not held in a stadium due to the pandemic, the Boneyard Match against AJ Styles was a creative and unique send-off for The Undertaker. It was more of a cinematic fight than a traditional match, but fans loved it. An absolute mix of action, storytelling, and the dark setting made it special. He defeated AJ Styles and quietly stepped away. This marked the end of his career.

2. WrestleMania 24: Winning the World Heavyweight Championship

In this high-stakes match, The Undertaker took on Edge for the World Heavyweight Championship. The storyline had been building for months, and both superstars delivered a fantastic performance. The match had intense action, close calls, and a powerful finish. When Undertaker locked in Hell's Gate and made Edge give up, it was a huge moment. This match was not only thrilling but also showed that the Deadman still had what it took to be the top guy.
FULL MATCH - Edge vs. The Undertaker – World Heavyweight Championship Match: WrestleMania XXIV

1. WrestleMania 26: Ending Shawn Michaels’ Career

This match was more than just a battle, it was an emotional story. In a Streak vs. Career match, The Undertaker took on Shawn Michaels in a dramatic showdown. Every move made the fans really excited and focused. Towards the end, The Deadman won, extending his streak and ending Michaels’ incredible career. This main event is still remembered as one of the most emotional and well-performed matches in WrestleMania history.
FULL MATCH - Undertaker vs. Shawn Michaels - Streak vs. Career Match: WrestleMania XXVI
The Undertaker's main event matches at WrestleMania told powerful stories, celebrated titles, and marked emotional farewells. From retiring icons to closing his own chapter, each moment added to the legend. Whether winning or losing, The Deadman made every main event feel special. His legacy at WrestleMania will always be remembered as one of the greatest in WWE history.Also read: WrestleMania Rule: 5 matches by The Undertaker that reigned supreme at the Show of Shows
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