Serhiy Storchaka <storchaka+cpyt...@gmail.com> added the comment:

Paths are ordered by lexicographical order of their corresponding components. 
Paths are not strings, and this this order is more natural for them.

The alphabetical order of Path strings:

    SPAMS.txt
    SPAM\file.txt

    spam\file.txt
    spams.txt

    spam-file.txt
    spam/file.txt
    spam_file.txt

The lexicographical order of Path components:

    SPAM\file.txt
    SPAMS.txt

    spam\file.txt
    spams.txt

    spam/file.txt
    spam-file.txt
    spam_file.txt

----------
nosy: +serhiy.storchaka
resolution:  -> not a bug

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Python tracker <rep...@bugs.python.org>
<https://bugs.python.org/issue32040>
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