Download the latest Python 2.7 installer from:
Select the latest regular (x86, not X86-64) MSI Installer.
Run the installer and leave all settings at their defaults.
When the installer finishes, open a Windows command prompt and run the following command:
> setx path "%path%;C:\Python27;C:\Python27\Scripts"
Close then reopen the command prompt.
Visit https://pip.pypa.io/en/latest/installing.html
Locate the link for get-pip.py. Right click it and select “save as”. Note the location to which the file is being saved.
In the previously opened command prompt, go to the download location of get-pip.py. E.g.:
> cd \Users\Myself\Downloads
Run get-pip.py to install pip:
> python get-pip.py