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Top 5 Undertaker WrestleMania Matches of all time

Discover the top 5 WrestleMania matches of The Undertaker, from legendary battles with Shawn Michaels and Triple H to unforgettable showdowns with Edge, CM Punk, and Batista.

Harsh Chopra
Last updated: 18.04.2025
Best Undertaker WrestleMania Matches

The Undertaker is without any doubt the greatest performer in the history of WrestleMania. He has more wins at WrestleMania than the wrestler who has had the second most Matches at the event. The Undertaker has had 27 WrestleMania Matches in 27 WrestleMania shows. He has competed in almost 70% of all WrestleManias. He has won 25 of these Matches and the 2 losses are against Brock Lesnar and Roman Reigns. He had a streak that was 21-0 which will never be duplicated. He has beat Shawn Michaels, Triple H, Ric Flair, CM Punk, Edge, Randy Orton, Batista, Bray Wyatt, Shane McMahon, John Cena, Kane, Big Show and many others at WrestleMania. 

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Let’s look at the Top 5 WrestleMania Matches of The Undertaker 


1) The Undertaker vs Shawn Michaels at WrestleMania 25

The Undertaker vs Shawn Michaels at WrestleMania 25
The Undertaker vs Shawn Michaels at WrestleMania 25


Out of all the 27 WrestleMania Matches he has had this is absolutely the greatest of them all. This match was perfect. Shawn Michaels entered from the heavens and The Undertaker emerged from the darkness. The match was electric from the start. Both men were hitting punches at each other. The turning point of the match arrived when The Undertaker dived from the top rope and he hit the cameraman. After that the match went into greatness mode. Undertaker hit a big Chokeslam to Shawn Michaels who kicked out. He then hit a devastating Last Ride and Shawn kicked out. Shawn Michaels hit the Sweet Chin Music but it was not enough. The Undertaker hit a perfect Tombstone but Shawn Michaels kicked out. After 30 minutes, Shawn Michaels went to the top rope but The Undertaker caught him in a Tombstone and won the match. 


2) The Undertaker vs Triple H at WrestleMania 28

The Undertaker vs Triple H at WrestleMania 28
The Undertaker vs Triple H at WrestleMania 28

It was the End of an Era. It was The Undertaker vs Triple H in a Hell in a Cell Match with Shawn Michaels as the special guest referee. This match was historic. The Undertaker had his hair cut and Triple H was determined to end the streak. This was a physical match and both men hit each other with almost 20 chair shots to the back. They used the Cell to good effect. The Undertaker hit his big moves including The Tombstone but Triple H kicked out. The moment of the match that is still considered the greatest near fall ever happened when Shawn Michaels gave Sweet Chin Music followed by Pedigree by Triple H but The Undertaker kicked out. At the end , The Undertaker won the match and the 3 greatest of all time hugged in the entrance area. 


Read here to know about Undertaker vs Triple H Rivalry


3) The Undertaker vs Edge at WrestleMania 24

The Undertaker vs Edge at WrestleMania 24
The Undertaker vs Edge at WrestleMania 24


This was the main event of WrestleMania 24. It was The Undertaker vs Edge. It was for the World Heavyweight Championship. This match saw two incredible entrances from the two men. This was the best match of his career. The Undertaker had control for the first part of the match. However it was Edge who used heel tactics to take back control. He hit a spear but The Undertaker kicked out. The Undertaker hit a Tombstone but Edge did not give up. This was a 25 minute match and the crowd was fully behind Undertaker. The Undertaker won the match and the World Heavyweight Championship. This match made him go 16-0 at WrestleMania. 


4) The Undertaker vs CM Punk at WrestleMania 29

The Undertaker vs CM Punk at WrestleMania 29
The Undertaker vs CM Punk at WrestleMania 29

WrestleMania 29 is an interesting show. It had a lot of big matches such as The Rock vs John Cena 2, Brock Lesnar vs Triple H but the best match on the show was The Undertaker vs CM Punk. This was the last match where The Undertaker was undefeated at WrestleMania. CM Punk was with Paul Heyman. They had taken control of the urn that belonged to Paul Bearer who was a dear friend of The Undertaker. This match was great. It was fast paced and CM Punk rose to the occasion. They hit each other with counters with the best being when CM Punk hit the GTS, The Undertaker reversed it into a Tombstone but CM Punk kicked out. CM Punk hit The Undertaker with the urn and tried to win but Taker kicked out. The end of the match happened when The Undertaker hit another Tombstone in CM Punk and he won the match and got to 21-0. 


5) The Undertaker vs Batista at WrestleMania 23

The Undertaker vs Batista at WrestleMania 23
The Undertaker vs Batista at WrestleMania 23


This match has a very good backstory. Both The Undertaker and Batista were angry that they were not given the main event of WrestleMania 23. Then they both decided that they would steal the show and that’s exactly what they did. This match was the career defining match for Batista. The Undertaker was in his prime WrestleMania form. This match was electric and both men went out there and hit their big finishers. The Batista Bomb was hit but The Undertaker kicked out. He also hit the Spine buster but to no avail. The Undertaker hit Chokeslam but Batista kicked out. The crowd got into this match and by the end it was loud. The Undertaker best Batista sgd went 15-0.

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