Depends on how long he focuses on the Rooftop. If he doesn't cut away, I'd say Luffy will be up in the next 3 chapters (maybe even the very next chapter). Dude had Kaido scared to get hit by a Red Hawk, no need to crush the guy's momentum after having him tango with Hybrid Kaido, 1v1. Zoro will be out for 5, max (again, assuming we don't cut away from the action) and will be up in time to re-open Kaido's wound. I expect big things from the other Supernova (particularly Kid and Law). Luffy taking on Kaido 1v1 at the very end is still possible, in my opinion, but all the Supernova will have contributed a whole lot to Kaido's downfall by then. We'll see how it goes.