diff --git a/Misc/NEWS.d/next/Build/2019-04-09-17-31-47.bpo-36577.34kuUW.rst b/Misc/NEWS.d/next/Build/2019-04-09-17-31-47.bpo-36577.34kuUW.rst
new file mode 100644
index 00000000000..58c01512730
--- /dev/null
+++ b/Misc/NEWS.d/next/Build/2019-04-09-17-31-47.bpo-36577.34kuUW.rst
@@ -0,0 +1 @@
+setup.py now correctly reports missing OpenSSL headers and libraries again.
diff --git a/setup.py b/setup.py
index 85c706cf661..30caed5b51c 100644
--- a/setup.py
+++ b/setup.py
@@ -2153,6 +2153,7 @@ class PyBuildExt(build_ext):
         openssl_libs = split_var('OPENSSL_LIBS', '-l')
         if not openssl_libs:
             # libssl and libcrypto not found
+            self.missing.extend(['_ssl', '_hashlib'])
             return None, None
 
         # Find OpenSSL includes
@@ -2160,6 +2161,7 @@ class PyBuildExt(build_ext):
             'openssl/ssl.h', self.inc_dirs, openssl_includes
         )
         if ssl_incs is None:
+            self.missing.extend(['_ssl', '_hashlib'])
             return None, None
 
         # OpenSSL 1.0.2 uses Kerberos for KRB5 ciphers