Undertaker’s Greatest Matches

The Undertaker has been tomb stone pile driving and choke slamming since 1990. Most of his matches can be viewed on the WWE Network (for 9.99) – Sorry, we had to. We, as WWE and Undertaker fans, have watched him turn Wrestlemania into one of the biggest events ever. We wanted to take a look at some of his best matches, and show respect where it is due. Stay tuned for a special video at the end of this. (If you have a favorite match that is not listed, be sure to comment your thoughts)

Undertaker vs. Shawn Michaels

undertaker-vs-shawn-michaels-photo-u2  The match between the Undertaker and Shawn Michaels at Wrestlemania XXV is arguably the best match in the company’s history. Both men were established veterans at this time and at the top of their game, getting the crowd invested in the entire bout, even turning a potential count-out finish into a nail-biting, heart-racing scenario. The match has turned into a benchmark of greatness that future wrestling matches try to top.

Undertaker vs. Mankind, Hell in a Cell

undertaker-vs-mankind-hell-in-a-cell-photo-u1While Undertaker and Mankind had several great battles throughout the ’90s, the Hell in a Cell match from the 1998 King of the Ring stands apart from the rest. The incredible risks Mankind a.k.a. Mick Foley put his body through in this match by falling from the top of the cage TWICE provides more than enough excitement.

Undertaker vs. Jeff Hardy, Ladder Match

undertaker-vs-jeff-hardy-ladder-match-photo-u1On the July 1, 2002 episode of RAW, the biker Goliath, Undertaker, hung up his Undisputed WWE Championship from the rafters in a ladder match against the raver daredevil, Jeff Hardy. This battle provided great action from both men and showcased the potential Hardy could have as a main event level talent This match of respect is considered a forgotten classic that many die-hard fans promote to casual WWE viewers.

Undertaker vs. Shawn Michaels

undertaker-vs-shawn-michaels-photo-u1Heaven and Hell, Part 2. This main event rematch at Wrestlemania XXVI had even higher stakes then the previous year by putting Undertaker’s Wrestlemania Streak against the Heartbreak Kid’s career. A worthy sequel to their Wrestlemania XXV match that some fans argue is better than the first. Both men showcased their abilities and left it all in the ring, allowing Shawn Michaels to retire from wrestling with his head held high.

Undertaker vs. Kurt Angle

undertaker-vs-kurt-angle-photo-u1     In 2006, Angle and the Undertaker delivered a fantastic mat classic at No Way Out that allowed Taker to showcase not only his technical wrestling ability, but also his newly evolved mixed martial arts influenced style. While the match is mostly a combat-sports style bout, it had plenty of great pro wrestling drama thrown in. The surprising finish in this match not only shocked the fans but made them yearn for more.

Undertaker vs. Triple H

undertaker-vs-triple-h-photo-u1      A great bout on arguably the greatest Wrestlemania of all time. The Undertaker and Triple H tore the house down with their battle at Wrestlemania X7. A fine pro wrestling bout that went in and out of the ring, featuring both men in their prime. This match would help establish the anticipation of the future Wrestlemania bouts between the two over a decade later.

Undertaker vs. CM Punk

undertaker-vs-cm-punk-photo-u1 This Wrestlemania XXIX match started with immensely high impact from the get go and had the crowd fully engaged from start to finish. Both men showcased their expert-level pro wrestling skills with some MMA influence thrown in. This bout was a tribute to the late Paul Bearer who passed on just before the event and the match would be CM Punk’s final Wrestlemania appearance.

Undertaker vs. Bret Hart

undertaker-vs-bret-hart-photo-u1.jpegThe battle between “Hart & Soul” at SummerSlam 1997 is one of the few bouts where the Undertaker was the “babyface in peril,” trying to overcome the onslaught and cheating ways of the heelish Bret “The Hitman” Hart. The battle is great due to the crowd’s reaction and backing of the Undertaker against Hart’s anti-American attitude as the special guest referee, Shawn Michaels, attempts to hold it all together. This bout is one of the several seeds planted for what would grow into WWE’s Attitude Era.

Undertaker vs. Bret Hart vs. Steve Austin vs. Vader

undertaker-vs-bret-hart-vs-steve-austin-vs-vader-photo-u1 This bout at In Your House 13: Final Four was to crown a new WWE champion after Shawn Michaels vacated the title three days before the event. The match allowed all the participants’ personalities to shine with Hart’s technical wrestling prowess, Vader’s powerful presence, Austin’s dogfight attitude, and the Undertaker’s supreme brawling ability. A great match featuring both power and prowess in full display.

Undertaker vs. Hulk Hogan

undertaker-vs-hulk-hogan-photo-u1  The Gravest Challenge took place at the 1991 Survivor Series and featured Undertaker’s first WWE title win. Hulkamania might have been running wild, but it stopped short against the Deadman in this milestone bout. With a little bit of interference from Ric Flair, this match proved that Undertaker belonged on top.

Undertaker vs. Ric Flair

undertaker-vs-ric-flair-photo-u1 This Wrestlemania X8 match marked the in-ring wrestling return of the Nature Boy in very violent and personal bout. The bloody brawl proved that Flair still had it in him and Undertaker was able to bring out the best from Ric despite Flair’s years away from the ring. A great bout featuring a wrestling legend and a legend-to-be.



I must say right now, if you have not watched Wrestlemania 33, you are missing out on a lot!!! But, let’s save everything but this for another day.

The legend himself, Undertaker, has officially retired. We thought it would be nice to look back at his career with WWE.  Grab the tissues, You’ll need them. 

Thank You Taker. You will be missed. 

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