Also I see PIP is it's own project. Should I migrate the issue? It won't be as easy as I thought to fix.

>>> git diff
diff --git a/pip/_vendor/distlib/locators.py b/pip/_vendor/distlib/locators.py
index 07bc1fd..b7ef31a 100644
--- a/pip/_vendor/distlib/locators.py
+++ b/pip/_vendor/distlib/locators.py
@@ -949,7 +949,7 @@ class AggregatingLocator(Locator):
 # versions which don't conform to PEP 426 / PEP 440.
 default_locator = AggregatingLocator(
                     JSONLocator(),
-                    SimpleScrapingLocator('https://pypi.python.org/simple/',
+                    SimpleScrapingLocator('https://pypi.python.org/',
                                           timeout=3.0),
                     scheme='legacy')
 
diff --git a/pip/cmdoptions.py b/pip/cmdoptions.py
index 7c68738..738bbf5 100644
--- a/pip/cmdoptions.py
+++ b/pip/cmdoptions.py
@@ -189,7 +189,7 @@ index_url = OptionMaker(
     '-i', '--index-url', '--pypi-url',
     dest='index_url',
     metavar='URL',
-    default='https://pypi.python.org/simple/',
+    default='https://pypi.python.org/',
     help='Base URL of Python Package Index (default %default).')
 
 extra_index_url = OptionMaker(

Still gives errors. A different one.