WWE History: The Undertaker's 25 Greatest Matches

John Nizinski@@jniz73Analyst IIIFebruary 23, 2012

WWE History: The Undertaker's 25 Greatest Matches

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    Undertaker has had one of the greatest careers in WWE history.

    He has been with the company for over 20 years and delivered some of the most exciting matches the WWE universe has ever seen.

    As he heads into a Hell in the Cell match against Triple H at WrestleMania 28, we will look at the top 25 matches of Undertaker's career.

25. Undertaker vs. Undertaker, SummerSlam (1994)

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    The build up for the match is the only reason why it is on this list. The actual wrestling was not very impressive, but the meaning of the match and build up leading to it, is what made it special.

     Ted DiBiase had been controlling a fake Undertaker with money for weeks. The real Undertaker returned and the fake and real Undertaker's squared off at SummerSlam in 1994.

    The actual match was nothing to write home about. the real Undertaker hit his impostor with three Tombstones and then sent him away in a casket.

24. Undertaker vs. Diesel, WrestleMania 12

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    This match was one of the only matches that Undertaker did not dominate. The build up for this match was as good as most of these on this list, especially when Diesel opened a casket that had his own body in it.

    It was exciting to see two "giants" going at it and Diesel could have won the match had he not been so cocky. The fans in the arena were waiting in anticipation because they thought that Undertaker might lose to Diesel.

23. Undertaker Debut, Survivor Series (1990)

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    While this match was not Undertaker's best wrestled match, it was special because it was his debut.

    Taker was the final member of Ted DiBiase's Survivor Series team. He actually was originally called "Cain the Undertaker". He eliminated Koko B. Ware and Dusty Rhodes, before being eliminated by count out.

    Undertaker was eliminated from the match but the Phenom was born.

22. Undertaker vs. Kane, Unforgiven (1998)

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    This match was apart of the ongoing feud between Undertaker and his brother Kane. This was the first Inferno match.

    The flames added more to the intensity of the feud and Undertaker would go on to win by setting Kane's arm on fire.

21. Undertaker vs. Mankind, in Your House, Buried Alive (1996)

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    This match took place in the middle of one of the top feuds in WWE history between Undertaker and Mankind. Undertaker was unable to defeat Mankind until this match.

    Taker buried Mankind and after he was declared the winner, he continued to bury him. However with help from Paul Bearer and other superstars, Mankind buried Undertaker. Just as you thought Undertaker was done, lightning struck and Taker's hand popped out of the dirt, which signified that he was not going to "rest in peace."

20. Undertaker vs. Kurt Angle vs. the Rock, Vengeance (2002)

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    There was not as big of a build up or hype for this match as there was for most of Undertaker's great matches. However the match was one of the most exciting in his career.

    All three wrestlers were in their prime, including Undertaker as the Undisputed WWE Championship. They all connected with their own and their opponents finishing moves and the Rock would eventually win by pinning Angle, and Undertaker was so close to breaking up the pinfall.

19. Undertaker vs. Randy Orton, WrestleMania 21

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    The pace of this match was sometimes slow but it still delivered some exciting moments including one of the best endings in all of Undertaker's matches.

    This was one of those matches were you really thought Orton was going to end the streak. Although he wasn't able to defeat Taker, it was a huge moment in the start of Orton's career.

18. Undertaker vs. Kane, WrestleMania 20

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    While this match was not as good as their first encounter, it still was one of Undertaker's greatest matches and moments.

    After four years of being the American Badass, Undertaker returned as the Deadman. Taker was not seen for several months after Kane buried him alive. But around the Royal Rumble he started messing with Kane. He was never seen until the actual WrestleMania event and received one of the biggest pops after Pail Bearer walked out of the ring and the gong in his entrance music hit.

    Kane was not the same dominating superstar he was when they faced each other at WrestleMania 14. Undertaker ended him with a chokeslam, then a Tombstone.

17. Undertaker vs. Brock Lesnar, No Mercy (2002)

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    Undertaker has put on some great Hell in a Cell matches and his match against Brock Lesnar at No Mercy was one of them.

    This matched surprised me on how good it actually was.  The highlight of the match was when Lesnar reversed the Tombstone into an F-5. This bloody match helped raise Lesnar to the top of the company very quickly.

16. Undertaker vs. Edge, SummerSlam (2008)

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    This match was made because Vickie Guerrero and Edge were having issues. Undertaker got reinstated and immediately took on Edge in a Hell in a Cell match at SummerSlam.

    The match was apart of the "PG Era" so blood was not included, but it was still one of the best match's in both of their careers. Undertaker ended Edge, like he has done so many times before, with a Tombstone. After the match, Undertaker chokeslammed Edge from the top of the ladder and Edge went through the ring.

15. Undertaker vs. Hulk Hogan, Survivor Series (1991)

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    One year after making his debut, the Undertaker won his first ever WWE Championship. He was, at the time, the youngest champion of all time.

    While the match was not necessarily the best technically wrestled match, it gets some added recognition because it was the first time Taker won a WWE Championship. Although the match was a little later in Hogan's WWE career, it was still against Hulk Hogan.

    With the help of Ric Flair and Paul Bearer, Undertaker officially stamped his name in the history books of the WWE.

14. Undertaker vs. Edge, One Night Stand (2008)

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    This match was a brutal TLC match. Edge and Undertaker had an ongoing feud and the stipulations of this match were that if Undertaker loses, he'll have to leave WWE. 

    The match included some hardcore stunts by both superstars. However the show-stealing moment was when Undertaker on top of the ladder trying, about to get the belt, then Edge pushed the ladder over and sent Taker crashing through four tables outside the ring. 

    You can call wrestling fake if you want, but you can't fake Undertaker falling off the top of a ladder and through tables. 

    The Undertaker actually lost this match and temporarily left the WWE.

13. Undertaker vs. Ric Flair, WrestleMania 18

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    Another overlooked WrestleMania match was the match between Undertaker and Ric Flair. Flair was already a legend but proved he still had enough in the tank to put on quality matches.

    The fact that the match was a no-disqualification match, made it very violent. Ric Flair was brutally beaten down in this match, however he continued to kick out of pinfalls.

12. Undertaker vs Triple H, WrestleMania 17

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    What is not really mentioned is Triple H's first attempt to end Undertaker's streak. 

    This match was fought throughout the entire arena and was loaded with blood. In this match, Triple H was actually able to connect with a sledgehammer shot. It still was not enough to end Undertaker, who would eventually win the match with a Last Ride.

11. Undertaker vs. Bret Hart, SummerSlam (1997)

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    Bret Hart is regarded as one of the best technical wrestlers ever. His and Undertaker's style meshed well together.

    Hart spent the majority of the match, working on Undertaker's legs in order to stop him from hitting any major moves. Having HBK as the special guest referee made everyone wait for something significant to happen. Michaels hit Undertaker with a chair shot that was intended for Hart and Hart would wind up winning.

    This match led to the famous Hell in a Cell match between Undertaker and Shawn Michaels.

10. Undertaker Wins the 2007 Royal Rumble

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    Undertaker won his only Royal Rumble match in 2007. He was at the time the only person to win the Royal Rumble as the 30th entrant.

    The one thing Undertaker never achieved was winning the Royal Rumble match. However, this win added that to his already extremely impressive resume.

    The Rumble fittingly came down to Shawn Michaels and Undertaker, with Taker elimination him after a missed super-kick.

9. Undertaker vs. Kurt Angle, No Way out 2006

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    Although Undertaker lost this match, it was still one of the greatest matches he has ever been apart of. This match should have been the main event of WrestleMania as opposed to being at No Way Out. 

    Kurt Angle is an in-ring technician and his abilities blended so well with Undertaker's. The pace of the match never really slowed and it felt as if it was a WrestleMania match. This match probably holds the record for most reversals in a match.

8. Undertaker vs. Batista, WrestleMania 23

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    One of the best rivalries in recent years was between Batista and Undertaker. Their match at WrestleMania was evidence of that. 

    This was the first WrestleMania for Undertaker in which the World Heavyweight belt was on the line. Batista hit Taker with a spear early on and it raised the intensity for the entire match. It also included Undertaker's best jump over the top ropes to the outside.

    Undertaker hit Batista with a Tombstone and won his first World Heavyweight Championship belt in four years.

7. Undertaker vs. Triple H, WrestleMania 27

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    I think this match has gotten overlooked because the Undertaker's previous two matches were against Shawn Michaels and were two of the greatest matches ever. 

    The more I have seen this match the more I realize just how special it was. This was the closest, in my opinion, Undertaker has been to losing his streak. When Undertaker grabbed Triple H by the throat but couldn't muster up enough strength to get up. Then Triple H tombstoned him, I thought the streak was done.

    It will be difficult for their rematch at WrestleMania 28 to be better than this one.

6. Undertaker vs. Edge, WrestleMania 24

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    I believe this match is possibly the most underrated matches in WrestleMania history. 

    With this match, Undertaker proved he was still one of the best in the business and Edge compiled another argument to why he is a Hall of Famer.

    Edge had an answer for everything Undertaker was trying to deliver and it appeared as if the streak was coming to an end. Undertaker made Edge tap out with a Hell's Gate, right after Edge hit him with a spear.

5. Undertaker vs. Mankind, King of the Ring (1998)

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    This was the infamous hell in a cell match that was probably Mick Foley's greatest career match. This is one of the most popular matches of all time and the highlights of Taker throwing Foley off the top of the cell or through the cell are used all the time.

    While it may not have been the best technically wrestled match of Undertaker's career, it was one of the most exciting.

    The feud between Mankind and Undertaker was very underrated. This match contained some of the most insane stunts ever performed in the WWE.

4. Undertaker vs. Kane, WrestleMania 14

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    The build up for this match was incredible. After Kane made his shocking debut he continuously ruined all of Undertakers matches. It was only after Kane locked Taker in a coffin and set it on fire that Undertaker accepted a match against his "brother."

    This match was a battle between two "larger than life" figures in the middle of the Attitude Era. These two have had a rich history with each other and their match at WrestleMania 14 was one of the best moments in both of their careers.

    It took Undertaker three tombstones to beat Kane and that makes me miss how dominant Kane was. The fact that it took three tombstones to beat Kane, when it usually takes the regular wrestler one, just made Kane seem superhuman.

3. Undertaker vs. HBK, WrestleMania 26

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    The rematch between Undertaker and Shawn Michaels at WrestleMania 26 had more on the line. It was the Streak vs. Career match. 

    It did not top the match from the year before, however that would have been basically impossible. The match was still one of the greatest in WrestleMania history. The actual wrestling in the match was incredible and extremely exciting as expected. 

    The fact that Undertaker ended the career of arguably the greatest WWE superstar of all time, adds more to the significance of the match. The majority of WWE fans had to be upset to see the end of a legends career.

2. Undertaker vs. HBK, in Your House, Badd Blood (1997)

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    This match was the first ever Hell in a Cell match. Undertaker and Shawn Michaels delivered non-stop eye-popping and jaw-dropping moments throughout the match.

    These two were in their prime physical shape and it showed. Taker started brutally attacking Michaels towards the end of the match. It looked as if the match was all but over until the lights went out and Kane made his WWE debut.

    Kane ripped the cell door open and gave Undertaker a tombstone. A barely conscious HBK covered Undertaker for the win.

    Not only was the actual match incredible, but it included the debut of another WWE legend, Kane.

1. Undertaker vs. HBK, Wrestlemania 25

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    Arguably the two greatest WWE superstars met at WrestleMania for the first time at WrestleMania 25. The two have had as storied of a career as any other superstar ever.

    Shawn Michaels has made a living out of delivering the best performances and stealing the show at WrestleMania. The Undertaker has been unbeatable at WrestleMania. So when the two collided at the "Super Bowl" of professional wrestling, you knew it was gonna be epic. 

    The build up for the match had Michaels saying all he had left to do is end the streak, and Undertaker admitted HBK was the best in-ring performer ever but couldn't end it.

    This match was arguably the greatest match in WrestleMania and WWE history.


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