5. WWE WrestleMania XX
By far the greatest Comeback of The Undertaker’s career happened at WrestleMania 20 on March 14 2004, when for the first time in 5 years he returned as The Deadman, defeating his evil brother Kane again.
4. WWF WrestleMania 13
On March 23, 1997 at the WWF WrestleMania 13 PPV, The Undertaker for the first time ever main evented a WrestleMania, challenging and defeating Sycho Sid for the WWF Championship.
3. WWF WrestleMania XIV
On March 29, 1998 The Undertaker did the unthinkable when he overcame all odds and defeated his evil brother Kane, then presented as an invincible & unbeatable monster.
2. WWF Survivor Series 1991
At his 1 year anniversary PPV, The Undertaker managed to defeat “The Immortal” Hulk Hogan in order to win the WWF championship, and this would actually be our #1 on the list because of its historical importance, had it not been for “The Nature Boy” Ric Flair interfering and costing Hogan the match.
1. WWE WrestleMania 25
Arguably the very best WrestleMania Match and among the very best Professional Wrestling Matches in the history of this sport, this was certainly the Highlight of The Undertaker’s career, when he beat “The Heartbreak Kid” Shawn Michaels at the 25 Year Anniversary of WrestleMania on April 5, 2009.