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Cygwin - Python Compiled Without SSL Support

Download error on https://pypi.python.org/simple/pip/: unknown url type:
https -- Some packages may not be found!

ImportError: cannot import name HTTPSHandler

I was trying to install pip in cygwin when this happened. Searches say openssl-devel needed to be installed, but it already was. Apparently python was compiled without ssl support.

My solution was to install cygwin-x86 instead of the 64x one.