diff --git a/changelogs/fragments/openssl_certificate_fix_has_expired.yml b/changelogs/fragments/openssl_certificate_fix_has_expired.yml
new file mode 100644
index 0000000000..b33b2da9d4
--- /dev/null
+++ b/changelogs/fragments/openssl_certificate_fix_has_expired.yml
@@ -0,0 +1,2 @@
+bugfixes:
+  - openssl_certificate - ``has_expired`` correctly checks if the certificate is expired or not
diff --git a/lib/ansible/modules/crypto/openssl_certificate.py b/lib/ansible/modules/crypto/openssl_certificate.py
index cae9dc517d..fa06112cdc 100644
--- a/lib/ansible/modules/crypto/openssl_certificate.py
+++ b/lib/ansible/modules/crypto/openssl_certificate.py
@@ -229,7 +229,8 @@ options:
 
     has_expired:
         description:
-            - Checks if the certificate is expired/not expired at the time the module is executed.
+            - Checks if the certificate is expired/not expired at the time the module is executed. This only applies to
+              the C(assertonly) provider.
         type: bool
         default: no
 
@@ -830,11 +831,18 @@ class AssertOnlyCertificate(Certificate):
                     )
 
         def _validate_has_expired():
-            if self.has_expired:
-                if self.has_expired != self.cert.has_expired():
-                    self.message.append(
-                        'Certificate expiration check failed (certificate expiration is %s, expected %s)' % (self.cert.has_expired(), self.has_expired)
-                    )
+            # The following 3 lines are the same as the current PyOpenSSL code for cert.has_expired().
+            # Older version of PyOpenSSL have a buggy implementation,
+            # to avoid issues with those we added the code from a more recent release here.
+
+            time_string = to_native(self.cert.get_notAfter())
+            not_after = datetime.datetime.strptime(time_string, "%Y%m%d%H%M%SZ")
+            cert_expired = not_after < datetime.datetime.utcnow()
+
+            if self.has_expired != cert_expired:
+                self.message.append(
+                    'Certificate expiration check failed (certificate expiration is %s, expected %s)' % (cert_expired, self.has_expired)
+                )
 
         def _validate_version():
             if self.version:
diff --git a/test/integration/targets/openssl_certificate/tasks/expired.yml b/test/integration/targets/openssl_certificate/tasks/expired.yml
new file mode 100644
index 0000000000..d1a862812c
--- /dev/null
+++ b/test/integration/targets/openssl_certificate/tasks/expired.yml
@@ -0,0 +1,39 @@
+---
+- name: Generate privatekey
+  openssl_privatekey:
+    path: '{{ output_dir }}/has_expired_privatekey.pem'
+
+- name: Generate CSR
+  openssl_csr:
+    path: '{{ output_dir }}/has_expired_csr.csr'
+    privatekey_path: '{{ output_dir }}/has_expired_privatekey.pem'
+    subject:
+      commonName: www.example.com
+
+- name: Generate expired selfsigned certificate
+  openssl_certificate:
+    path: '{{ output_dir }}/has_expired_cert.pem'
+    csr_path: '{{ output_dir }}/has_expired_csr.csr'
+    privatekey_path: '{{ output_dir }}/has_expired_privatekey.pem'
+    provider: selfsigned
+    selfsigned_digest: sha256
+    selfsigned_not_after: "-1s"
+
+- name: "Check task fails because cert is expired (has_expired: false)"
+  openssl_certificate:
+    provider: assertonly
+    path: "{{ output_dir }}/has_expired_cert.pem"
+    has_expired: false
+  ignore_errors: true
+  register: expired_cert_check
+
+- name: Ensure previous task failed
+  assert:
+    that: expired_cert_check is failed
+
+- name: "Check expired cert check is ignored (has_expired: true)"
+  openssl_certificate:
+    provider: assertonly
+    path: "{{ output_dir }}/has_expired_cert.pem"
+    has_expired: true
+  register: expired_cert_skip
diff --git a/test/integration/targets/openssl_certificate/tasks/main.yml b/test/integration/targets/openssl_certificate/tasks/main.yml
index 8f846746c9..5cbb5ee4b9 100644
--- a/test/integration/targets/openssl_certificate/tasks/main.yml
+++ b/test/integration/targets/openssl_certificate/tasks/main.yml
@@ -1,6 +1,8 @@
 ---
 - block:
 
+    - import_tasks: expired.yml
+
     - import_tasks: selfsigned.yml
 
     - import_tasks: ownca.yml