Always On VPN Security Updates September 2026

Microsoft released the September 2026 security updates today, which include numerous fixes affecting Always On VPN deployments. This month’s edition addresses vulnerabilities in Windows Server Routing and Remote Access (RRAS), VPN protocols such as Secure Socket Tunneling Protocol (SSTP) and Internet Key Exchange version 2 (IKEv2). The updates also include Active Directory Certificate Services (AD CS), a crucial supporting infrastructure service for Always On VPN.

RRAS

September 2026 Microsoft security updates include 8 CVEs for RRAS. Four are rated Critical, the most severe having a CVSS rating of 9.8.

RCEs

The following four CVEs are Remote Code Execution vulnerabilities. All are rated critical.

Privilege Escalation

The following two CVEs are RRAS privilege escalation vulnerabilities. All are rated Important.

Denial of Service

Finally, the last CVE addresses a denial-of-service vulnerability in RRAS.

VPN Protocols

The following section outlines vulnerabilities addressed in the September 2026 security updates affecting commonly used VPN protocols.

SSTP

The following four CVEs cover vulnerabilities in SSTP. One is rated critical with a CVSS score of 9.8. The rest are rated Important.

IKEv2

The following CVEs address vulnerabilities in the IKEv2 VPN protocol. All are rated important.

AD CS

Microsoft AD CS is commonly deployed to issue and manage certificates used for encryption and user and device authentication in Always On VPN deployments. The following four CVEs address vulnerabilities disclosed in AD CS. The first two are privilege escalation vulnerabilities, the third covers information disclosure, and the last addresses a tampering vulnerability. All are rated Important.

Summary

The September 2026 Microsoft security updates address several critical vulnerabilities affecting organizations that have deployed Microsoft Always On VPN. Administrators are encouraged to update their systems as soon as possible.

Additional Information

Microsoft September 2026 Security Updates

Always On VPN Security Updates July 2026

Microsoft released the July 2026 Windows security updates today, including several fixes that directly affect Always On VPN deployments. This month’s release addresses vulnerabilities in the Secure Socket Tunneling Protocol (SSTP), Internet Key Exchange (IKE), and the Routing and Remote Access Service (RRAS), making it an important update for organizations using Always On VPN.

SSTP Remote Code Execution

The highest-priority issue for Always On VPN administrators is a Remote Code Execution (RCE) vulnerability affecting the Secure Socket Tunneling Protocol (SSTP). SSTP is commonly used for Always On VPN user tunnel connections. Because SSTP is, by design, exposed directly to the Internet, vulnerabilities affecting this protocol deserve immediate attention. Microsoft rates this vulnerability as Critical with a CVSS base score of 8.1.

CVE-2026-50694 – Windows SSTP Remote Code Execution Vulnerability

IKE Vulnerabilities

These vulnerabilities primarily affect IKE-based VPN connections and could allow an attacker to disrupt VPN connectivity using specially crafted packets. While Microsoft rates these vulnerabilities as Important rather than Critical, organizations should still plan to deploy these updates promptly.

CVE-2026-50721 – IKEv1 Denial of Service via RSA-SHA1 authentication payload

CVE-2026-50722 – IKEv2 Denial of Service via RSA-SHA1 authentication payload

CVE-2026-12413 – IKEv2 Denial of Service via malformed fragmentation

CVE-2026-50696 – IKE Protocol Denial of Service Vulnerability

RRAS Vulnerabilities

The July 2026 security updates also address several vulnerabilities in the Windows Server Routing and Remote Access Service (RRAS). All are rated Important by Microsoft.

CVE-2026-57096 – Windows RRAS Elevation of Privilege Vulnerability

CVE-2026-49791 – Windows RRAS Elevation of Privilege Vulnerability

CVE-2026-50451 – Windows RRAS Elevation of Privilege Vulnerability

Summary

The SSTP RCE vulnerability is particularly concerning because the service is typically exposed to the Internet and could allow an unauthenticated attacker to execute code remotely. Organizations should prioritize deployment of this update. The IKE and RRAS vulnerabilities are rated Important and can generally be addressed during the next scheduled maintenance window, although administrators should avoid unnecessary delays in applying these updates.

Always On VPN Security Updates October 2024

Microsoft has released the October 2024 security updates, and numerous issues may impact Always On VPN administrators. Although many CVEs affect Always On VPN-related services that are Remote Code Execution (RCE) vulnerabilities, none are critical this cycle.

RRAS Updates

This month, Microsoft has provided 12 updates for the Windows Server Routing and Remote Access Service (RRAS), commonly deployed to support Always On VPN deployments. Most of these CVEs involve overflow vulnerabilities (heap and stack), input validation weaknesses, and buffer over-read and overflow vulnerabilities. All are rated important, and there are no known exploits currently.

CVE-2024-38212

CVE-2024-38261

CVE-2024-38265

CVE-2024-43453

CVE-2024-43549

CVE-2024-43564

CVE-2024-43589

CVE-2024-43592

CVE-2024-43593

CVE-2024-43607

CVE-2024-43608

CVE-2024-43611

Related Updates

In addition to the updates above, Microsoft also released fixes for security vulnerabilities in various related services that are important to Always On VPN administrators.

Windows Network Address Translation (NAT)

The following CVEs address denial of service vulnerabilities in the Network Address Translation (NAT) service.

CVE-2024-43562

CVE-2024-43565

Certificate Services

Always On VPN administrators will also find updates for CVEs affecting various certificate services-related components.

CVE-2024-43545OCSP Denial of Service Vulnerability

CVE-2024-43541Simple Certificate Enrollment Protocol (SCEP) Denial of Service Vulnerability

CVE-2024-43544Simple Certificate Enrollment Protocol (SCEP) Denial of Service Vulnerability

Recommendations

Always On VPN administrators are encouraged to update systems as soon as possible. However, since none of the CVEs is rated Critical, updates can be applied during standard update windows.

Additional Information

Microsoft October 2024 Security Updates