This shouldn't even be a thread, Kakashi would get dominated. Chiyo and Sakura won because Sasori didn't fight back at the end and because Sakura had a premade antidote to Sasori's poison. Since Kakashi isn't an expert medical shinobi we can pretty much rule out him getting an antidote to that so there is an auto win for Sasori.
The 100 puppets would be a little difficult but I actually see Kakashi beating them just because each one is individually really weak and Kakashi can probably use some large elemental jutsu to burn them or destroy them some other way.
The real problems for Kakashi are the Third Kazekage puppet, and the Hiruko form. I don't see Kakashi beating either of those, especially the Third kazekage, like I said earlier the poison Sasori uses is already an automatic win if Kakashi doesn't have the antidote. (which he wouldn't since he isn't a medical shinobi)
I'm discounting the fact that Kakashi would try and use Kamui right at the beginning. Also I'm pretty sure kamui doesn't suck things into another dimension it just transports to somewhere else inside that world. There is evidence for this, Deidara got his arm sucked off and later he has both arms back and at one point in the manga Akatsuki is talking and they talk about how kakuzu sewed Deidara's arm back on after they found it.
I don't remember the exact manga chapter but I do know it is right after Hidan and Kakuzu killed Asuma. Maybe the next chapter or a few chapters after that, I would look for it but I have to be up early and am going to sleep.