diff --git a/news/5994.bugfix.rst b/news/5994.bugfix.rst
new file mode 100644
index 00000000..2203dfff
--- /dev/null
+++ b/news/5994.bugfix.rst
@@ -0,0 +1 @@
+Pass through pipfile index urls when creating https session so that keyring fully works
diff --git a/pipenv/project.py b/pipenv/project.py
index 291607ef..7e96db12 100644
--- a/pipenv/project.py
+++ b/pipenv/project.py
@@ -243,6 +243,7 @@ class Project:
                 self.s.PIPENV_MAX_RETRIES,
                 source.get("verify_ssl", True),
                 cache_dir=self.s.PIPENV_CACHE_DIR,
+                source=source.get("url"),
             )
             self.sessions[source["name"]] = session
         return session
diff --git a/pipenv/utils/internet.py b/pipenv/utils/internet.py
index 77c68302..04ab91cc 100644
--- a/pipenv/utils/internet.py
+++ b/pipenv/utils/internet.py
@@ -8,10 +8,15 @@ from pipenv.patched.pip._internal.network.download import PipSession
 from pipenv.patched.pip._vendor.urllib3 import util as urllib3_util
 
 
-def get_requests_session(max_retries=1, verify_ssl=True, cache_dir=USER_CACHE_DIR):
+def get_requests_session(
+    max_retries=1, verify_ssl=True, cache_dir=USER_CACHE_DIR, source=None
+):
     """Load requests lazily."""
     pip_client_cert = os.environ.get("PIP_CLIENT_CERT")
-    requests_session = PipSession(cache=cache_dir, retries=max_retries)
+    index_urls = [source] if source else None
+    requests_session = PipSession(
+        cache=cache_dir, retries=max_retries, index_urls=index_urls
+    )
     if pip_client_cert:
         requests_session.cert = pip_client_cert
     if verify_ssl is False: