That is serious question.
Akatsuki couldn't play in team, they are just bad, which could used as disadvantage on them. But with some prep they could be really strong. For example we know what able to do Konan or Pain, and Tobby.
From other hand we have Genney Ryudan, who actually was akways good at team work.
Also rules of both worlds works differently for each group.
Case of Nen someone like Uvogin is able to eat rocket bomb damage, and feel nothing at all. No one in Akatsuki is able to do that. This feature works on each Spider...including Feitan, who can kill with one move, without need to go into burning mode.
So strong defense in nem would be enough to avoid 70% of damage that Akatsuki members could deal.
Which just saying that some Akatsuki members will be absolutely useless even against weakest Spiders like Sasori - his only weapon will be his Kazekage, but his main power is poison, while there's zero chance to even scratch someone from Ryudan without Kazekage), or Hidan - same as Sasori, but to this we should put lack in speed.
And here we have another important thing: lacking in speed. Mostly all of Spiders are fast as hell, much faster then Kakuzu, Orochimaru, Deidara, Kisame, which could became problem overall for Akatsuki.
From other hand strongest Akatsuki members could be much more dangerous then other in fight afainst Ryudan:
Kakuzu: he could combine some ninjutsu spells in one, which could be enough to Defeate weakest spiders.
Kisame - he is strong as living biju;
Pain - here we have a lot of abilies, but case of Nen sence in form of Nagato he would be defeated without need of defeating each of his "pain path"
Konan - could be weakest, but with preparation cpuld became real problem, if enemy will get into hers trap;
Deidara - attacks like c4 will never work on spiders, but some strong explosion could deal some damage, even lethal;
Itachi: genjutsu, Totsuka, could be a problem;
Obito : his Kamui can became problem;
From other hand, in HxH world people usually prepared for anything, there's no time to even be taken by surprise with enemys abilites. If people like: Feitan, Phinx, Illumi, Kuroro and Hisoka and maybe Maki will not die in first few seconds of battle(which is impossible), most likely there will be zero chance take em by Surprise, while they will have more then enough to kill each Akatsuki member.
So in the end I will say Genney Ryudan wins here mid diff