The 10 Best Undertaker Feuds On Cagematch.net, Ranked
The Undertaker had a WWE career like no other, and according to Cagematch, these rivalries stand out about the rest.

The Undertaker had a very long and storied career in WWE. He had a unique look/personality and was probably had the greatest character in WWE history. The Deadman finally retired from wrestling at WrestleMania 36, where he scored a victory over AJ Styles.
While The Undertaker had several great rivalries in his career, some of them were better than others. He also feuded with the same wrestlers multiple times in his career, but the storylines were still very interesting.
10 The Ministry Of Darkness Tries To Take Over WWE (8.50)
The Ministry of Darkness was formed in 1998 after Paul Bearer betrayed Kane for The Undertaker. The Undertaker then continued his storyline with Kane and Steve Austin. Sometime later, Bradshaw and Farooq (The Acolytes) joined him as well. The Undertaker wanted to take over WWE and this started his feud with Vince McMahon.
This led to several great moments in WWE. In the end, it was revealed that The Undertaker was working for McMahon all along, and most people felt the ending was botched.
9 Vs. Triple H (8.68)

In 2001, Triple H defeated Royal Rumble winner, Steve Austin, in a Three Stages of Hell match. Despite that, it was Austin who got to face The Rock at WrestleMania and not him. On SmackDown, Triple H cut a promo that he had defeated everyone on the roster but still didn’t get what he deserved. The American Badass made his entrance and reminded The Game that he had never beat him one on one in pay-per-view.
This setup a rivalry between the two, which involved many shenanigans and interferences from stars like Kane, Big Show, and Stephanie McMahon. In the end, The Deadman defeated Triple H at WrestleMania 17 to end their rivalry.
8 Vs. Batista (8.84)

The Road to WrestleMania 23 was really bad. The storylines for both World Title matches were built in similar fashions. All four wrestlers involved teamed up with each other shortly before turning on their partners. But despite the terrible build, The Undertaker vs. Batista delivered at the Shows of Shows. They continued their rivalry following the show and faced each other a few more times.
Their feud ended when The Undertaker suffered an injury, and Edge cashed in the Money in the Bank contract to win the World Heavyweight Title. But they started feuding again when The Undertaker returned, and Edge was later added to this storyline as well. The storyline finally ended at Armageddon, where Edge won the World Heavyweight Title again.
7 Vs. Austin (9.00)

In June 1998, The Undertaker and Steve Austin began their rivalry after the former accidentally cost Austin his World Title. The Texas Rattlesnake regained the belt on Raw the next day. The Undertaker and Austin then started teaming up and so did Kane and Mankind. After their alliance broke, Austin and The Undertaker had a match at SummerSlam where The Deadman lost. Then at Breakdown: In Your House, Austin lost the title when both The Undertaker and Kane pinned him. The Undertaker and Kane later had a match at Judgment Day: In Your House, with Austin as the special guest referee. This match ended with Austin hitting both wrestlers and declaring himself the winner.
At Survivor Series, The Rock won the title. After their Buried Alive match, The Undertaker disappeared from WWE for some time. He returned and continued the rivalry with Austin, and faced him a few more times. Their rivalry eventually ended at Fully Loaded 1999, where Austin defeated The Undertaker after interference from X-Pac.
6 Vs. Triple H (9.12)

Following WrestleMania 27, where The Undertaker defeated Triple H and later collapsed outside the ring, The Phenom disappeared from WWE television for ten months. He returned to challenge Triple H for a WrestleMania rematch. Initially, The Game refused, but then accepted the challenge after The Undertaker mocked him by calling him a coward and comparing him with Shawn Michaels. Their match was billed as an “End of An Era.” This was a Hell in a Cell match, where once again, The Undertaker won.
5 Vs. Shawn Michaels (9.24)

The Undertaker lost the WWE Championship to Bret Hart in a controversial fashion, thanks to Shawn Michaels who was the special guest referee in the match. This setup a match between The Undertaker and Michaels at Ground Zero: In Your House, which ended in a no contest.
They later faced each other at Badd Blood in the first-ever Hell in a Cell match, where a debuting Kane cost his kayfabe brother the match. Michaels won the World Title from Bret Hart at Survivor Series, and then faced The Undertaker again at Royal Rumble 1998 in a Casket match. Kane had reconciled with his brother before this, but it turned out to be a ruse. He cost The Undertaker his match against Michaels and even set him up on fire.
4 Vs. Shawn Michaels (9.41)

Shawn Michaels defeated JBL and Vladimir Kozlov to earn the right to challenge The Undertaker at WrestleMania 25. Like many others, Michaels vowed to end The Undertaker’s streak at WrestleMania. The Heartbreak Kid also reminded The Phenom that he had never defeated him in a singles match.
After playing mind games with each other for weeks, it was finally time for their WrestleMania match. After 30 minutes of battling each other, The Deadman won the match with a Tombstone Piledriver.
3 Vs. Kane (9.72)

After Kane debuted at Badd Blood, it took a while for WWE to book him and The Undertaker in an actual feud. Initially, The Deadman refused to fight his brother in WWE. Their first match happened at WrestleMania 14, where The Undertaker won. A month later, The Undertaker defeated Kane in a rematch at In Your House 21: Unforgiven. This was the inaugural Inferno match in WWE. Sometime later, the brothers reconciled with a common goal of taking the World Title off Austin.
After Paul Bearer turned on Kane and aligned with The Undertaker, both wrestlers had a match at Survivor Series in the WWE Championship Tournament quarter-final match. They continued their rivalry for a while but didn’t have another PPV match that year.
2 Vs. Edge (9.76)

After a steel cage match with Batista in May 2007, The Undertaker got beaten up by Mark Henry. Edge took advantage of the situation and cashed in his Money in the Bank contract to become the new World Heavyweight Champion. The Undertaker took some time off due to an injury, and sometime later, Edge also got injured and had to relinquish the belt. When The Undertaker returned, he continued an old rivalry with Batista, and later Edge got involved as well. At Armageddon, Edge won another World Championship in a triple threat match against Batista and The Undertaker.
The Deadman won an Elimination Chamber match at No Way Out 2008 to challenge Edge for the World Heavyweight Title at WrestleMania 24 and won. At Backlash, The Undertaker once again defeated Edge in a rematch. Later, Vickie Guerrero stripped him of the title for using Hell’s Gate, a move she had banned for the safety of other wrestlers. She also banished The Phenom some weeks later for losing against Edge. She later reinstated him and booked a match between him and Edge at SummerSlam. The Deadman won this match, and this ended his rivalry with Edge.
1 Vs. Shawn Michaels (9.82)

At the 2009 Slammy Awards on Raw, Shawn Michaels challenged The Undertaker to a WrestleMania rematch. The Deadman initially refused, but after Michaels cost him his World Heavyweight Championship at Elimination Chamber, The Undertaker accepted Michaels’ WrestleMania challenge with Shawn’s career on the line.
A no disqualification stipulation was later added as well. At the Shows of Shows, The Undertaker defeated The Heartbreak Kid and ended his wrestling career.