Windows Server Lifecycle Dates

Complete support timeline reference for IT infrastructure planning and compliance

Currently Supported Versions

Windows Server versions actively receiving security updates and support from Microsoft

Version Release Date Mainstream Ends Extended Ends Status
Windows Server 2025 1 November 2024 October 2029 October 2034 Mainstream
Windows Server 2022 18 August 2021 13 October 2026 14 October 2031 Mainstream
Windows Server 2019 13 November 2018 9 Jan 2024 (Ended) 9 January 2029 Extended
Windows Server 2016 15 October 2016 11 Jan 2022 (Ended) 12 January 2027 Extended
Planning an Upgrade? Act Now

Windows Server 2016 enters end-of-life in January 2027. Begin planning migrations now to avoid security risks and compliance issues. We offer comprehensive migration consulting and Windows Server licensing solutions.

End of Life Versions

Legacy versions no longer receiving standard support (ESU may be available)

Version Release Date Extended Ended ESU Until Status
Windows Server 2012 R2 25 November 2013 10 Oct 2023 13 October 2026 ESU Available
Windows Server 2012 4 September 2012 10 Oct 2023 13 October 2026 ESU Available
Windows Server 2008 R2 22 October 2009 14 Jan 2020 10 Jan 2023 (Ended) End of Life
Windows Server 2008 27 February 2008 14 Jan 2020 10 Jan 2023 (Ended) End of Life

Understanding Support Phases

Mainstream Support

Full support including new features, security updates, bug fixes, and free incident support. Typically lasts 5 years from release.

Extended Support

Security updates only. No new features or free support. Paid support available. Lasts 5 years after mainstream support ends.

Extended Security Updates (ESU)

Paid annual program providing critical security updates for up to 3 years after extended support ends. Available for select versions.

End of Life

No updates or support available. Continuing to run EOL systems exposes your infrastructure to security vulnerabilities and compliance risks.

Important Planning Considerations

Upgrade Planning: Begin migration planning at least 18 months before extended support ends to ensure adequate testing and deployment time.
Licensing Changes: Windows Server 2016 and later use core-based licensing. Use our licensing calculator to determine requirements.
Virtualization Rights: Datacenter edition provides unlimited virtualization rights, making it cost-effective for highly virtualized environments.
Azure Benefits: Azure Arc-enabled servers and Azure Stack HCI receive extended update support beyond standard timelines.
Compliance Requirements: Many compliance frameworks (PCI-DSS, HIPAA, ISO 27001) require running supported operating systems with current security updates.
ESU Costs: Extended Security Updates pricing increases annually (Year 1, 2, and 3), making timely upgrades more cost-effective than ESU extension.

Planning a Windows Server Upgrade?

Our infrastructure specialists can help you assess requirements, plan migrations, and provide competitive licensing quotes

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