Answered that a little here but considering the situation is that he can't go home and not that he's dead, Chariot would... pretty much find a way to get back. Bother personae, make iffy deals if he had to, whatever would get him back to the Cavallone family because he can't just leave them like this.

He will try for a LONG time but eventually he might get worn down/broken if all of his efforts continued to be in vain. HOPEFUL HOPELESSNESS kind of thing and it'd be horrible to watch.

Hibari's top ten list of people he wants to fight in Aather.