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It's helpful to consider some analogies. Let's imagine say a million dice. If we carefully turn them face up with 1, the entropy is very low.
Imagine we start randomly rolling all of them. Chances are that all the possibilities will show up, so we say the entropy has increased.
However, there is still a non-zero chance that we might just get all 1s again, or other rare possibilities like all 6s...etc.
This is generic for chaotic system. Sure it is likely that the system will be in a generic configuration, however there is still a non-zero (exponentially small) chance that it could be in a "non-generic" state. So entropy increase is only a statistical statement, and not absolute.
There's nothing here!