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Yes, in case of VeraCrypt there is a difference, but it is negligible in practice. First we need to consider how VeraCrypt actually performs the cascading of the encryption algorithms which is (literally) a block-wise chaining. E.g.: $$C=E_{XTS}^{1}(E_{XTS}^{2}(E_{XTS}^{3}(M)))$$ where each $E$ is a block cipher run in XTS mode and all using the same XTS ...



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