#1 The Undertaker chokeslams Making through the Cell (WWE/F King of the Ring, 1998)
The scariest Hell in a Cell moment in WWE history is also from the same match between The Undertaker and Mankind. However, unlike every other spot in this list, this particular moment was not pre-planned. Mankind and Undertaker went back to the top of the Cell and started brawling over on the roof.
One particular part of the mesh of the steel structure looked loose, but it was only designed to show the curve from the weight of both Superstars standing on top of it. But a lot more happened with that part of the cage. The Undertaker chokeslammed Mankind, and the latter went right through the cell, hitting the ring after a dangerous fall. He was actually supposed to just hang from there but instead, that section of the completely collapsed.
A top AEW star just called one of his colleagues 'spoiled' and 'narcissistic' HERE.
Back inside the ring, the impact from the fall resulted in Mankind lying still on the mat. He was knocked unconscious, and it took him several minutes to get back in his senses. Thanks to the improper chokeslam, Mankind survived. But this WWE match still didn't come to an end. Mind you, at this point, Mankind’s tooth was hanging loosely right below his nose after his face was busted open because of the chair that fell right on top of him from the same height.
When Mankind was being taken backstage, he stopped midway and got back inside the ring to end the match. The Undertaker initially thought that Mick Foley was dead and still didn't break his character. Both Superstars locked horns once again and ended the match as planned. This will forever be one of the scariest moments in the entire history of WWE and will always be remembered every time someone mentions 'Hell in a Cell'.