The 6 greatest Hell in a Cell matches in WWE history

#1 Shawn Michaels vs. The Undertaker in a Hell in a Cell Match (In Your House: Bad Blood 1997)

As has been repeatedly said throughout this article, Hell in a Cell is the most iconic stipulation in WWE history. The contest has earned this reputation because the first encounter set the standard incredibly high. Plus, it featured two of the biggest stars, The Undertaker and Shawn Michaels.

The rivalry between thsee two legends felt like it needed Hell in a Cell just as much as this match type needed them. At Summerslam 1997, Shawn Michaels screwed The Undertaker out of the WWF Championship when he attacked The Phenom with a steel chair. Bret Hart then pinned The Deadman to take the title, so The Undertaker vowed to get revenge.

For the next few months, Michaels and Hunter Hearst Helmsley made The Undertaker's life a living hell. At In Your House: Ground Zero, the two men met in a crazy brawl that ended in a no contest when the two men fought all over the building. Michaels repeatedly avoided The Undertaker's wrath during their rivalry, so the creation of Hell in a Cell was the perfect way to finally settle this war.

This bout was groundbreaking and fantastic in the spectacle that it was built to become. The psychology of Michaels doing everything possible to beat The Phenom or escape his grasp, with the The Undertaker just shaking it off, was brilliant. The visual of Michals losing his grip and falling off the side of the Hell in a Cell remained legendary.

This encounter is not only remembered for the outstanding work of the two legends, but it also stands the test of time because it featured an all-time great debut. The Undertaker's brother, Kane, had been teased for months. So when The Phenom was on the brink of victory and his brother emerged to Vince McMahon's iconic call, his arrival was exceptional.

Kane ripped the door off of the cage and tombstoned his brother. Michaels then pinned The Phenom for the victory. This bout was an absolute classic from the start. Everything made sense, and every aspect of the bout was executed perfectly. Though fans have seen plenty of matches in the Devil's Playground, The Undertaker vs. Shawn Michaels is the greatest Hell in a Cell Match in WWE history.