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.