Dingo64 added the comment:

python -m pip install --upgrade pip
fixed the pip so now 
C:\Python35>pip3 install dlib-19.4.0-cp35-cp35m-win_amd64.whl
Processing c:\python35\dlib-19.4.0-cp35-cp35m-win_amd64.whl
Installing collected packages: dlib
Successfully installed dlib-19.4.0
worked.

----------
resolution:  -> fixed
stage:  -> resolved
status: open -> closed

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Python tracker <rep...@bugs.python.org>
<http://bugs.python.org/issue30572>
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