https://bootstrap.pypa.io/get-pip.py doesn't work with Python 2.7.6 or earlier 2.7s

Trying to get-pip doesn’t work anymore on older 2.7s. I think it has to do with tls1.2 being required and probably not supported in older Python 2.7s. How can I install and use pip on Python 2.7.6 and earlier 2.7s?

Log from Python 2.7.6 get-pip:

c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:339: SNIMissingWarning: An HTTPS request has been made, but the SNI (Subject Name Indication) extension to TLS is not available on this platform. This may cause the server to present an incorrect TLS certificate, which can cause validation failures. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:137: InsecurePlatformWarning: A true SSLContext object is not available. This prevents urllib3 from configuring SSL appropriately and may cause certain SSL connections to fail. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
  Retrying (Retry(total=4, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError(SSLError(1, '_ssl.c:507: error:1407742E:SSL routines:SSL23_GET_SERVER_HELLO:tlsv1 alert protocol version'),)': /packages/ac/95/a05b56bb975efa78d3557efa36acaf9cf5d2fd0ee0062060493687432e03/pip-9.0.3-py2.py3-none-any.whl
c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:137: InsecurePlatformWarning: A true SSLContext object is not available. This prevents urllib3 from configuring SSL appropriately and may cause certain SSL connections to fail. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
  Retrying (Retry(total=3, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError(SSLError(1, '_ssl.c:507: error:1407742E:SSL routines:SSL23_GET_SERVER_HELLO:tlsv1 alert protocol version'),)': /packages/ac/95/a05b56bb975efa78d3557efa36acaf9cf5d2fd0ee0062060493687432e03/pip-9.0.3-py2.py3-none-any.whl
c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:137: InsecurePlatformWarning: A true SSLContext object is not available. This prevents urllib3 from configuring SSL appropriately and may cause certain SSL connections to fail. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
  Retrying (Retry(total=2, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError(SSLError(1, '_ssl.c:507: error:1407742E:SSL routines:SSL23_GET_SERVER_HELLO:tlsv1 alert protocol version'),)': /packages/ac/95/a05b56bb975efa78d3557efa36acaf9cf5d2fd0ee0062060493687432e03/pip-9.0.3-py2.py3-none-any.whl
c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:137: InsecurePlatformWarning: A true SSLContext object is not available. This prevents urllib3 from configuring SSL appropriately and may cause certain SSL connections to fail. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
  Retrying (Retry(total=1, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError(SSLError(1, '_ssl.c:507: error:1407742E:SSL routines:SSL23_GET_SERVER_HELLO:tlsv1 alert protocol version'),)': /packages/ac/95/a05b56bb975efa78d3557efa36acaf9cf5d2fd0ee0062060493687432e03/pip-9.0.3-py2.py3-none-any.whl
c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:137: InsecurePlatformWarning: A true SSLContext object is not available. This prevents urllib3 from configuring SSL appropriately and may cause certain SSL connections to fail. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
  Retrying (Retry(total=0, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError(SSLError(1, '_ssl.c:507: error:1407742E:SSL routines:SSL23_GET_SERVER_HELLO:tlsv1 alert protocol version'),)': /packages/ac/95/a05b56bb975efa78d3557efa36acaf9cf5d2fd0ee0062060493687432e03/pip-9.0.3-py2.py3-none-any.whl
c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\urllib3\util\ssl_.py:137: InsecurePlatformWarning: A true SSLContext object is not available. This prevents urllib3 from configuring SSL appropriately and may cause certain SSL connections to fail. You can upgrade to a newer version of Python to solve this. For more information, see https://urllib3.readthedocs.io/en/latest/advanced-usage.html#ssl-warnings
Exception:
Traceback (most recent call last):
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\basecommand.py", line 215, in main
    status = self.run(options, args)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\commands\install.py", line 324, in run
    requirement_set.prepare_files(finder)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\req\req_set.py", line 380, in prepare_files
    ignore_dependencies=self.ignore_dependencies))
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\req\req_set.py", line 620, in _prepare_file
    session=self.session, hashes=hashes)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\download.py", line 821, in unpack_url
    hashes=hashes
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\download.py", line 659, in unpack_http_url
    hashes)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\download.py", line 853, in _download_http_url
    stream=True,
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\requests\sessions.py", line 521, in get
    return self.request('GET', url, **kwargs)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\download.py", line 386, in request
    return super(PipSession, self).request(method, url, *args, **kwargs)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\requests\sessions.py", line 508, in request
    resp = self.send(prep, **send_kwargs)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\requests\sessions.py", line 618, in send
    r = adapter.send(request, **kwargs)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\cachecontrol\adapter.py", line 47, in send
    resp = super(CacheControlAdapter, self).send(request, **kw)
  File "c:\users\csm10495\appdata\local\temp\tmp2cs1sz\pip.zip\pip\_vendor\requests\adapters.py", line 506, in send
    raise SSLError(e, request=request)
SSLError: HTTPSConnectionPool(host='files.pythonhosted.org', port=443): Max retries exceeded with url: /packages/ac/95/a05b56bb975efa78d3557efa36acaf9cf5d2fd0ee0062060493687432e03/pip-9.0.3-py2.py3-none-any.whl (Caused by SSLError(SSLError(1, '_ssl.c:507: error:1407742E:SSL routines:SSL23_GET_SERVER_HELLO:tlsv1 alert protocol version'),))

[3dprogramin]

Having the same issue on Windows Server 2012 R2 Datacenter

UPDATE Solved it by installing the latest version of python2 (2.7.15 currently) from here: https://www.python.org/downloads/ Comes with pip included.

[webknjaz]

Probably Windows version is shipped with an outdated TLS support