[Notorious]

For me it's between 3 matches: His match with Bret, His match with Shawn at WM25, and the original HIAC. But I'm gonna go with vs. Bret at SummerSlam 1997. That was a great match and it was also at my first PPV so it brings back a lot of memories, it also helped start his feud with Shawn Michaels which brought numerous classics.

Yours??

 

[NonCentz]

I went with WM 25...honestly one of the best matches I've seen. I was tempted to go with his match with Mankind at KOTR, because of how epic those spots were, but that's more, imo, Mankind's moment than Undertakers. Foley getting thrown off and through a table from the top, and chokeslammed through the cell are still 2 images cemented in my mind, and are truely Iconic moments in WWE.

 

[FabioLight]

Im going for Mankind vs taker at KOTR HIAC

 

[Notorious]

I went with WM 25...honestly one of the best matches I've seen. I was tempted to go with his match with Mankind at KOTR, because of how epic those spots were, but that's more, imo, Mankind's moment than Undertakers. Foley getting thrown off and through a table from the top, and chokeslammed through the cell are still 2 images cemented in my mind, and are truely Iconic moments in WWE.

If you think seeing it on T.V. was great, I saw it live. Truly epic. It's definitely his best match but I wouldn't call it my favorite.

 

[#BadNewsSanta]

Vs. Edge WM24, such a fun match for me to watch with them being my two favorites and all.

 

[odsrvd]

'Taker and Randy is one of those that is often overlooked. Out of all of 'Taker's WM challengers I was truly not sure who was going to win this one.

 

[Notorious]

That was the first match with someone challenging him to end the streak IIRC.

 

[davidmac1988]

his match against kurt angle at no way out 2006 for me

 

[mistermatt891]

buried alive vs austin at rock bottom

 

[soxfan93]

WrestleMania XXV vs. Shawn Michaels.

 

[Chismo]

The Undertaker vs Shawn Michaels, Hell in a Cell. The best match in WWE history.

 

[Chrissy Benny Wah]

If you think seeing it on T.V. was great, I saw it live. Truly epic. It's definitely his best match but I wouldn't call it my favorite.

Same. Seeing it live was incredible. But still, can't beat is bout with Lesnar. The best and most overlooked HIAC ever in my opinion.

 

[RkoPhenom]

Taker vs HBK Wrestlemania 25

 

[Negative Force]

Taker beating Hogan @ Survivor Series '91 will always be my favorite Undertaker match.

 

[Kingleviathan]

Undertaker vs Kane Wrestlemania 14

Not Takers greatest match but my favourite because of how well the storyline was done, beginning 6 months before Wrestlemania when Kane cost Undertaker a win against Shawn Michaels and continuing on with Kane being shown as an unstopable monster and Undertaker refusing to harm his brother. To make it even better it's one of the very few matches where Undertaker does not look like the dominant wrestler in the ring.

 

[Phenom]

He's been in many wonderful matches, but for me personally, I can't go past Hell in a Cell vs Foley. That match was just something else, never to be repeated again. It's my favourite wrestling match of all time.

 

[Da Alliance]

King of the Ring VS Mankind

 

[The+King_of_Kings]

Either the Hell in a Cell or WrestleMania 26 match against Shawn Michaels.

 

[JEFF.JARRETT]

Bad Blood - Vs. Shawn Michaels (Hell in a Cell)

 

[20083]

I went with WM 25...honestly one of the best matches I've seen. I was tempted to go with his match with Mankind at KOTR, because of how epic those spots were, but that's more, imo, Mankind's moment than Undertakers. Foley getting thrown off and through a table from the top, and chokeslammed through the cell are still 2 images cemented in my mind, and are truely Iconic moments in WWE.

Agreed... Moments with Mankind were brilliant but they weren't really Taker's highlights, rather Foley's...
Wrestlemania 25 for me as well...