Sure they will, because they have a bigger star within the company than HHH, and that's John Cena. More on that later.
If this is indeed Undertaker's last match, it makes no sense for the streak to end here. It was one thing for Flair and Michaels to lose their careers at Wreslemania, as both were given stipulations by others. But Undertaker? Not so much here. He's the one coming after HHH for vengeance. HHH didn't ask him to put his career on the line, just that they go all the way, so to speak. Within the context of Hell in A Cell, they both get the chance to destroy each other, which is where I have the problem with the idea that the streak will end.
HHH has stated time and again that while Undertaker won the battle, he won the war. And in essence, he did. As well-contested and quite frankly, better matches that the HBK/Undertaker matches were, HHH was the one who came closest to ending the streak this past year. But in booking last year's match that way, they put themselves into the hole of having to book a different kind of match to generate any real interest. Because beyond having HHH break the Streak, there was nothing compelling left. Sure, the idea of HBK as guest referee would be interesting, but compelling enough? Not really. The idea of the two men who had competed in every HIAC match until it got its own PPV, but never each other? Very much so.
HHH can't win this match. As he said himself, he'ld have to end the Undertaker here. Will the lasting image of Undertaker's career being him being destroyed inside Hell In a Cell, by the same man who destroyed him last year? Can't see it happenning. The story this year will be different, and not just because they're in the Cell. If this is to be the end of Undertaker's career, it won't be with him down and out, HHH standing over him. And that's been the idea they've essentially told of what HHH plans to do thusfar.
If there's ever a plausible man to end the streak, it's John Cena. It would piss people off more then anything, but he'ld be the logical choice, not HHH. Cena is the bigger name, and the one plausible threat left to ending the streak. He's the one huge name active that Undertaker has never met at Wrestlemania. People talk again and then some about what's left for Cena, and the Streak is one of those things. If the idea is to truly immortalize Cena, he's a far better choice to end the streak then HHH. I won't go on here, but the idea is clear.
As for this match, Undertaker will win. If any there was a time where a match could use some blood, it's here. These two will beat the crap out of each other, but if there's someone whose both losing and not walking out, it's HHH. Consider this: When Undertaker has come for storyline "vengeance", when has he been unsuccessful?