diff --git a/docs/community/recommended.rst b/docs/community/recommended.rst
index 99a16b9e..ae2ae5eb 100644
--- a/docs/community/recommended.rst
+++ b/docs/community/recommended.rst
@@ -22,7 +22,7 @@ CacheControl
 makes your web requests substantially more efficient, and should be used
 whenever you're making a lot of web requests.
 
-.. _CacheControl: https://cachecontrol.readthedocs.org/en/latest/
+.. _CacheControl: https://cachecontrol.readthedocs.io/en/latest/
 
 Requests-Toolbelt
 -----------------
@@ -32,7 +32,7 @@ but do not belong in Requests proper. This library is actively maintained
 by members of the Requests core team, and reflects the functionality most
 requested by users within the community.
 
-.. _Requests-Toolbelt: http://toolbelt.readthedocs.org/en/latest/index.html
+.. _Requests-Toolbelt: http://toolbelt.readthedocs.io/en/latest/index.html
 
 Requests-OAuthlib
 -----------------
@@ -42,7 +42,7 @@ automatically. This is useful for the large number of websites that use OAuth
 to provide authentication. It also provides a lot of tweaks that handle ways
 that specific OAuth providers differ from the standard specifications.
 
-.. _requests-oauthlib: https://requests-oauthlib.readthedocs.org/en/latest/
+.. _requests-oauthlib: https://requests-oauthlib.readthedocs.io/en/latest/
 
 
 Betamax
diff --git a/docs/conf.py b/docs/conf.py
index 00e4261c..fb8a01e0 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -376,4 +376,4 @@ epub_exclude_files = ['search.html']
 # If false, no index is generated.
 #epub_use_index = True
 
-intersphinx_mapping = {'urllib3': ('http://urllib3.readthedocs.org/en/latest', None)}
+intersphinx_mapping = {'urllib3': ('http://urllib3.readthedocs.io/en/latest', None)}
diff --git a/docs/user/advanced.rst b/docs/user/advanced.rst
index a7812882..efdc406a 100644
--- a/docs/user/advanced.rst
+++ b/docs/user/advanced.rst
@@ -252,7 +252,7 @@ system.
 For the sake of security we recommend upgrading certifi frequently!
 
 .. _HTTP persistent connection: https://en.wikipedia.org/wiki/HTTP_persistent_connection
-.. _connection pooling: https://urllib3.readthedocs.org/en/latest/pools.html
+.. _connection pooling: https://urllib3.readthedocs.io/en/latest/pools.html
 .. _certifi: http://certifi.io/
 .. _Mozilla trust store: https://hg.mozilla.org/mozilla-central/raw-file/tip/security/nss/lib/ckfw/builtins/certdata.txt
 
diff --git a/docs/user/quickstart.rst b/docs/user/quickstart.rst
index d31f224e..afdabe26 100644
--- a/docs/user/quickstart.rst
+++ b/docs/user/quickstart.rst
@@ -305,7 +305,7 @@ In the event you are posting a very large file as a ``multipart/form-data``
 request, you may want to stream the request. By default, ``requests`` does not
 support this, but there is a separate package which does -
 ``requests-toolbelt``. You should read `the toolbelt's documentation
-<https://toolbelt.readthedocs.org>`_ for more details about how to use it.
+<https://toolbelt.readthedocs.io>`_ for more details about how to use it.
 
 For sending multiple files in one request refer to the :ref:`advanced <advanced>`
 section.
diff --git a/requests/packages/urllib3/connectionpool.py b/requests/packages/urllib3/connectionpool.py
index 995b4167..7d220b13 100644
--- a/requests/packages/urllib3/connectionpool.py
+++ b/requests/packages/urllib3/connectionpool.py
@@ -787,7 +787,7 @@ class HTTPSConnectionPool(HTTPConnectionPool):
             warnings.warn((
                 'Unverified HTTPS request is being made. '
                 'Adding certificate verification is strongly advised. See: '
-                'https://urllib3.readthedocs.org/en/latest/security.html'),
+                'https://urllib3.readthedocs.io/en/latest/security.html'),
                 InsecureRequestWarning)
 
 
diff --git a/requests/packages/urllib3/contrib/appengine.py b/requests/packages/urllib3/contrib/appengine.py
index 884cdb22..4f8f1312 100644
--- a/requests/packages/urllib3/contrib/appengine.py
+++ b/requests/packages/urllib3/contrib/appengine.py
@@ -70,7 +70,7 @@ class AppEngineManager(RequestMethods):
         warnings.warn(
             "urllib3 is using URLFetch on Google App Engine sandbox instead "
             "of sockets. To use sockets directly instead of URLFetch see "
-            "https://urllib3.readthedocs.org/en/latest/contrib.html.",
+            "https://urllib3.readthedocs.io/en/latest/contrib.html.",
             AppEnginePlatformWarning)
 
         RequestMethods.__init__(self, headers)
diff --git a/requests/packages/urllib3/util/ssl_.py b/requests/packages/urllib3/util/ssl_.py
index 67f83441..dc01645c 100644
--- a/requests/packages/urllib3/util/ssl_.py
+++ b/requests/packages/urllib3/util/ssl_.py
@@ -115,7 +115,7 @@ except ImportError:
                 'A true SSLContext object is not available. This prevents '
                 'urllib3 from configuring SSL appropriately and may cause '
                 'certain SSL connections to fail. For more information, see '
-                'https://urllib3.readthedocs.org/en/latest/security.html'
+                'https://urllib3.readthedocs.io/en/latest/security.html'
                 '#insecureplatformwarning.',
                 InsecurePlatformWarning
             )
@@ -310,7 +310,7 @@ def ssl_wrap_socket(sock, keyfile=None, certfile=None, cert_reqs=None,
         'This may cause the server to present an incorrect TLS '
         'certificate, which can cause validation failures. For more '
         'information, see '
-        'https://urllib3.readthedocs.org/en/latest/security.html'
+        'https://urllib3.readthedocs.io/en/latest/security.html'
         '#snimissingwarning.',
         SNIMissingWarning
     )