get-pip.py fails to bootstrap PIP installation on my Ubuntu 14.04.1 with Certificate verification error.

get-pip.py fails to bootstrap PIP installation on my Ubuntu 14.04.1.

~$ curl -o /home/sudhakso/devstack/files/get-pip.py https://bootstrap.pypa.io/get-pip.py
  % Total    % Received % Xferd  Average Speed   Time    Time     Time  Current
                                 Dload  Upload   Total   Spent    Left  Speed
100 1546k  100 1546k    0     0   261k      0  0:00:05  0:00:05 --:--:--  339k
~$  sudo -H -E python /home/sudhakso/devstack/files/get-pip.py
Collecting pip
  Could not find any downloads that satisfy the requirement pip
  No distributions at all found for pip

And when I do,

~$ pip install --upgrade pypdf2 -vvv
results in this error -
 pip install --upgrade pypdf2 -vvv
Downloading/unpacking pypdf2
  Getting page https://pypi.python.org/simple/pypdf2/
  Could not fetch URL https://pypi.python.org/simple/pypdf2/: connection error: [Errno 1] _ssl.c:510: error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed
  Will skip URL https://pypi.python.org/simple/pypdf2/ when looking for download links for pypdf2
  Getting page https://pypi.python.org/simple/
  Could not fetch URL https://pypi.python.org/simple/: connection error: [Errno 1] _ssl.c:510: error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed
  Will skip URL https://pypi.python.org/simple/ when looking for download links for pypdf2
  Cannot fetch index base URL https://pypi.python.org/simple/
  URLs to search for versions for pypdf2:
  * https://pypi.python.org/simple/pypdf2/
  Getting page https://pypi.python.org/simple/pypdf2/
  Could not fetch URL https://pypi.python.org/simple/pypdf2/: connection error: [Errno 1] _ssl.c:510: error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed
  Will skip URL https://pypi.python.org/simple/pypdf2/ when looking for download links for pypdf2
  Could not find any downloads that satisfy the requirement pypdf2
Cleaning up...
  Removing temporary dir /tmp/pip_build_sudhakso...
No distributions at all found for pypdf2
Exception information:
Traceback (most recent call last):
  File "/usr/lib/python2.7/dist-packages/pip/basecommand.py", line 122, in main
    status = self.run(options, args)
  File "/usr/lib/python2.7/dist-packages/pip/commands/install.py", line 278, in run
    requirement_set.prepare_files(finder, force_root_egg_info=self.bundle, bundle=self.bundle)
  File "/usr/lib/python2.7/dist-packages/pip/req.py", line 1177, in prepare_files
    url = finder.find_requirement(req_to_install, upgrade=self.upgrade)
  File "/usr/lib/python2.7/dist-packages/pip/index.py", line 277, in find_requirement
    raise DistributionNotFound('No distributions at all found for %s' % req)
DistributionNotFound: No distributions at all found for pypdf2

From the error it is very clear certificate verification failed. But why? Is it because OPEN-SSL version doesn’t support SHA256 MD cipher?

But my openSSL configuration states it support SHA256 for MD.

~$ openssl ciphers  -v | grep ^AES256-SHA256
AES256-SHA256           TLSv1.2 Kx=RSA      Au=RSA  Enc=AES(256)  Mac=SHA256

looks a similar issue like #2050

[ajeans]

As a reference if anyone gets the same problem, I solved this issue with: ./get-pip.py --trusted-host pypi.python.org

[Akasurde]

# python get-pip.py --trusted-host pypi.org --trusted-host files.pythonhosted.org