The Undertaker is one of the most prolific performers in the history of WrestleMania. No wrestler has participated in more matches at WrestleMania than Undertaker. From 2001-18, Undertaker competed in 18 WrestleMania matches in succession, which is a ridiculous record. Furthermore, Undertaker's maiden WrestleMania appearance was on his 26th birthday against "Superfly" Jimmy Snuka at WrestleMania 7, and the rest is history as that began Undertaker's legendary WrestleMania unbeaten streak.
Undertaker's unbeaten WrestleMania streak became as noteworthy as World Championship matches at WrestleMania. That's how much significance there was on the streak. Whether it be World Championship matches or high-stake matches, the Demon of Death Valley featured in a plethora of memorable WrestleMania matches with these the best in Dave Meltzer's opinion.
9 The Undertaker Vs. Randy Orton - WrestleMania 21 (3.5 Stars)
WrestleMania 21 was a huge night for Randy Orton as it was the Legend Killer's first singles match at WrestleMania. The Deadman was 12-0 at WrestleMania, and Orton was obsessed with ending Undertaker's legendary WrestleMania unbeaten streak.
This was a competitive match, and Orton did not look out of place here. He had a lot of offense, and his father Cowboy Bob interfered. Undertaker attempted a Chokeslam but Orton countered it with one of the finest RKO's you'll ever see. Nevertheless, there was a sense of inevitability with Undertaker remaining unbeaten at WrestleMania as he finished off Orton with a Tombstone Piledriver.
8 The Undertaker Vs. Triple H - WrestleMania 17 (3.5 Stars)
The Undertaker and Triple H faced each other three times at WrestleMania, and their first encounter at WrestleMania 17 is often overlooked. The American Badass had the hometown support with WrestleMania emanating in the Reliant Astrodome in Houston, Texas. This was the penultimate match of the night, and it is an underrated affair.
Undertaker wore the proverbial crimson mask as he was going for the Last Ride but Triple H struck him in the head with a sledgehammer. They took their battle into the crowd, and Undertaker chokeslammed Triple H off a platform. Ultimately, Undertaker triumphed with his patented Last Ride.
7 The Undertaker Vs. Batista - WrestleMania 23 (4 Stars)
For the first time in a decade, The Undertaker was involved in a World Championship match at WrestleMania. The Phenom won the 2007 Royal Rumble match, and he challenged Batista for the World Heavyweight Championship at WrestleMania 23. This match was positioned in the middle of the card, which both men were not pleased about and they stole the show in a war of attrition.
There was a big fight feel to this match between heavy-hitters, and they did not fail to disappoint. Undertaker got his hands on the World Heavyweight Championship for the first time, after he put Batista away with the Tombstone Piledriver.
6 The Undertaker Vs. Edge - WrestleMania 24 (4.25 Stars)
The Undertaker headlined WrestleMania for the first time in 11 years, and the World Heavyweight Championship was at stake. He challenged Edge for the title at WrestleMania 24, who was also unbeaten at WrestleMania in one-on-one matches. They justified their spot in closing out the show as this was a remarkable wrestling match.
Edge was a fighting champion, and he kicked out of Undertaker's Tombstone. Moreover, there was outside interference from La Familia but Undertaker removed them from the equation. Ultimately, Undertaker recaptured the World Heavyweight Championship after he forced Edge to submit to Hell's Gate.
5 The Undertaker Vs. Triple H - WrestleMania 27 (4.5 Stars)
10 years after they faced off at WrestleMania 17, The Undertaker and Triple H once again were going head-to-head at the Showcase of the Immortals WrestleMania 27 was a dreadful Mania, but this match was head and shoulders above the rest.
Undertaker and Triple H have excellent chemistry together, and this was a competitive match. The Game had his chances to break Undertaker's streak, but the Deadman applied Hell's Gate leaving Triple H no choice but to tap out.
4 The Undertaker Vs. CM Punk - WrestleMania 29 (4.5 Stars)
CM Punk had never headlined WrestleMania, but his match with The Undertaker was worthy of going on last at WrestleMania 29. This was the show-stealer with both men bringing their A-game. The Second City Saint had Living Color play his theme song "Cult of Personality."
Punk put Undertaker through the announce table with a diving elbow drop. However, Undertaker recovered and he connected with the Tombstone but Punk kicked out. Punk pushed Undertaker all the way, but the Phenom went 21-0 at WrestleMania with a jaw-dropping Tombstone.
3 The Undertaker Vs. Triple H - WrestleMania 28 (4.75 Stars)
The Undertaker and Triple H slugged it out for the second year in succession at WrestleMania.This time they battled under the confines of the Hell in a Cell and Shawn Michaels was the special guest referee. Undertaker and Triple H hit a home run in a fantastic Hell in a Cell match.
Undertaker and Triple H are the masters of Hell in a Cell matches, and their experience showed here. The match had near falls and the streak was almost broken. HBK connected with Sweet Chin Music, and Triple H performed the Pedigree. Somehow Undertaker manage to kick out, and he went on to extend his WrestleMania unbeaten record to 20-0.
2 The Undertaker Vs. Shawn Michaels - WrestleMania 26 (4.75 Stars)
One of the greatest WrestleMania main events of all time featured two of the all-time greats who have stolen the show on several WrestleManias. The Undertaker and Shawn Michaels locked horns at WrestleMania 26, and whilst Undertaker was looking to preserve his unbeaten WrestleMania record, HBK's career was on the line.
Undertaker and Michaels had a high-level wrestling match, and they threw the kitchen sink at each other. Undertaker kicked out of Sweet Chin Music, and Michaels refused to stay down from the Tombstone. Ultimately, HBK's career came to a halt with Undertaker successfully connecting with a Jumping Tombstone to go 18-0 at WrestleMania with Michaels riding into the sunset.
1 The Undertaker Vs. Shawn Michaels - WrestleMania 25 (4.75 Stars)
The Undertaker and Shawn Michaels contested arguably the greatest match in the history of WrestleMania. Their match at WrestleMania 26 may have had more riding on it, but there's no doubt that their battle at the 25th Anniversary of WrestleMania was superior. The storytelling was out of this world, and fans could not believe what they were witnessing.
There was a scary moment when Undertaker hauled himself onto the top rope but he landed on his head. Nonetheless, despite the Heartbreak Kid's efforts, Undertaker caught Michaels in midair, and he finished him off with the Tombstone Piledriver.