Fight takes place in a abandoned apt high rise complex. High rise is littered with thugs who are against both of them. Both are equipped with standard gear and knowledge of eachother. Both characters are bloodlusted. Fight to the death. Win by any means necessary. Who wins?
Then we get Judge Castle.
Probably. They are very similar in their outlook to justice.
Oh and Dread would win.
I hate trying to comment on things I know nothing of so until I read a Dredd book i'll just stay silent.
Dredd would win better attributes, similar skill level and tactical insight, better gear.
Anyone who knows comic Dredd will tell you he would not give the Punisher a job, Dredd hates vigilantes and vehemently believes the only people allowed to mete out justice are judges. If anything, if Punisher tried to pull the crap he pulls in Mega-city one, Dredd would hunt him down and put a lawgiver round between his eyes.
Assuming that Dredd has decided punisher is a criminal punishable by death this could be an interesting fight. The problem is that Castle doesn't really have "standard equipment". He uses different stuff all the time. So lets assume that since they exist in the same timeline either Punisher has similar equipment to Dredd or Dredd is using less futuristic weaponry. If they both have knowledge of each other that'd give Punisher a massive advantage since he's the kind of guy who finds an enemy's weakness and then launches a tactical nuke at it. Dredd on the other hand doesn't look for weaknesses, he just goes. That may be one reason so many people think he's unstoppable. And in this scenario with random thugs around, I'd say that gives punisher another upper-hand. He'd likely draw Dredd to some thugs to distract him, if only for a few seconds, and then he'd slip into some shadows and go into stealth mode or get behind Dredd and give him a knife in the back of his neck. I think Dredd's biggest disadvantage of all, however, is that he isn't as brutal as Punisher. When Punisher decides someone must die he'll kill them and he'll kill them in a nasty way and he'll kill anyone between him and his target in a nasty way. Dredd is a law-enforcer and thus is bound by the law to not harm innocents or those who have not been proven guilty. He also doesn't use overkill the way Punisher does, he always uses exactly what is necessary and that would mean that any under estimation of Punisher would be instantly fatal. I'd say 9 out of 10 times Punisher wins. If they are from different times somehow and thus have a tech gap in their equipment it'd be more like a 50/50 chance for either one to win.
Hmm this is alot closer than people think, most people do not know that Dredd is 73 years old, and has cancer, Dredd is a total badass, as is castle, dredd has better gear and better h2h showings, Frank is alot younger due to marvels sliding age scale, and is able to improvise better. 6 out 10 for dredd.