Madara wins both scenarios
--Without Rikudo Chakra, Sasukes PS is inferior to madaras regular PS by quite a margin and now madara has the extra senjutsu that boosts his susanoo even more, meaning that sasukes PS gets wrecked. His slashes did nothing to a much less durable kurama avatar, Madaras senjutsu boosted PS tanks them with almost negligible damage.
--PS chidori is sasukes best bet at even scratching madaras PS but at best its only equivalent to a regular TBB from half kurama, madaras regular PS tanked full kyuubis TBB with no damage whatsoever. PS chidori does nothing here at all. Then theres the fact that sasuke needs to land it directly at madara. and resorting to close combat leads to sasukes PS getting manhandled, or PS chidori simply repelled off by ST, or PS simply tanks. So at the end of the day sasuke accomplishes nothing at all by this
--Sasukes 6 path jutsus will be inferior to madaras due to the latter having a senjutsu boost, nor are they even a factor here, and resorting to CQC would result in sasuke getting shat on by the limbos ganging up on him.
--Ameno is good and all but madara has the same choku tomo as sasuke has, and with hashiramas SM as well as his own superor reactions. Sasukes attack gets either blocked by susanoo or he gets blown away by ST, or the limbo clones simply counterattack
Scenario 2 is no different, madaras senjutsu PS > madaras PS > Sasukes PS prior to the rikudo boost, and giving them the exact same boost results in sasuke getting shat on just how he does in scenario 1