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WWE’s 2020 fan vote picked The Undertaker vs. Shawn Michaels at WrestleMania 25 as the greatest match of Undertaker’s career. Their WrestleMania 26 rematch finished second. That makes WrestleMania 25 the clearest answer to “What is Undertaker’s greatest match of all time?”—though the best choice depends on whether you value ring storytelling, emotional stakes, spectacle, or historical impact most.
How to judge Undertaker’s best matches
This ranking gives the most weight to in-ring storytelling and emotional payoff, while also accounting for spectacle and significance to Undertaker’s career. WWE’s vote is a fan poll, not a universal verdict: it put 32 matches into a bracket and selected the WrestleMania 25 bout over the WrestleMania 26 rematch. WWE’s editorial WrestleMania ranking also placed both among its top five matches (WWE’s WrestleMania match ranking).
The Undertaker’s best WWE matches
1. The Undertaker vs. Shawn Michaels — WrestleMania 25 (April 5, 2009)
This is the strongest all-around pick. WWE’s match page records Undertaker’s victory and his 17-0 WrestleMania record at the time; the bout later won the company’s 2020 career-best fan vote. Its appeal is the way momentum shifts and near-finishes build the contest into a sustained story, rather than relying on one signature moment (WWE’s WrestleMania 25 match page; WWE’s 2020 greatest-match tournament).
2. The Undertaker vs. Shawn Michaels — WrestleMania 26 (March 28, 2010)
The rematch makes a different kind of emotional bargain: Michaels’ career is tied to the result, while Undertaker is defending his WrestleMania streak. WWE records Undertaker’s win and an 18-0 streak, and the match was the runner-up in the 2020 vote. Its placement alongside the first match in WWE’s editorial top five makes it an essential companion, not merely a sequel (WWE’s WrestleMania 26 event page; WWE’s 2020 tournament).
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3. The Undertaker vs. Mankind — Hell in a Cell, King of the Ring 1998
For sheer spectacle, this is the essential choice. WWE’s own list of standout matches on its network singles out Mankind’s fall from the cell as the unforgettable image. It is a defining cell-match spectacle, but its place here reflects that criterion—not a claim that spectacle alone makes it Undertaker’s best piece of ring storytelling (WWE’s list of best matches on WWE Network).
4. The Undertaker vs. Triple H — WrestleMania X-Seven (2001)
The No Holds Barred match with Triple H is a major rivalry brawl and a strong pick for viewers who want a rougher, less ceremonious contest than the Michaels epics. WWE’s retrospective provides the match details and treats it as a significant chapter in the rivalry (WWE’s Undertaker–Triple H rivalry retrospective).
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5. The Undertaker vs. Brock Lesnar — WrestleMania 30 (2014)
This match belongs on a career list for its historical consequence: Lesnar ended Undertaker’s 21-0 WrestleMania run. WWE’s biography describes the streak’s end at WrestleMania 30 and gives Undertaker’s final WrestleMania record as 24-2. That context makes this a landmark result, even for viewers who rank other matches higher for execution or emotional payoff (WWE’s Undertaker biography; WWE’s best-match list).
6. The Undertaker vs. John Cena — WrestleMania 34 (2018)
WWE framed this surprise match as a quick, brutal answer to Cena’s challenge. It is a distinct showcase, not a long-form epic, so judge it on the shock and brevity of its presentation rather than comparing its length with the WrestleMania 25 and 26 bouts (WWE’s WrestleMania 34 match page).
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Why the streak matters—and what it does not mean
The streak added stakes to many of Undertaker’s WrestleMania matches, including both Michaels bouts, but it was not an unbroken career record. WWE’s biography says Lesnar ended the 21-0 run at WrestleMania 30. Undertaker later lost to Roman Reigns at WrestleMania 33 and won at WrestleMania 34, leaving him with a 24-2 WrestleMania record according to WWE’s biography. The streak is therefore useful context for the matches, not proof that every streak-era bout is automatically among his best.
Independent reader supportYour contribution helps us test, update, and keep practical guides available for everyone.Where to watch
On January 6, 2026, WWE announced that Netflix would become the home of the WWE library in the United States (WWE’s January 6, 2026 announcement). WWE’s video pages also point viewers to streaming destinations (WWE videos). Availability can vary by country and subscription offering, and the sources do not establish that every match listed here is currently available in every market. Check the event listing and your local service catalog before subscribing for a specific match.
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