How to Upgrade Your Windows Server OS During Azure Migration


When migrating to Azure, upgrading the operating system (OS) of your Windows Server can be a smart move to ensure that your applications are running on the latest technology. In this article, we’ll explore how Azure Migrate OS upgrade can help you seamlessly transition from an older OS to a newer version while preserving your settings, server roles, and important data. By utilizing a Windows upgrade, you can smoothly migrate your on-premises server to Azure with an upgraded Windows Server OS version.


  • You must have Owner permission on your Azure Account.
  • Create an Azure migration project.
  • Ensure that your servers are discovered.
  • Learn more about Azure Migrate.


Upgrade your Windows OS seamlessly using Azure’s capabilities. Preserve your settings, roles, and data intact while minimizing planning duplication and risk. Test your migration in Azure without impacting your on-premises servers. Streamline your migration process.

Source Supported target versions
Windows Server 2012 Windows Server 2016
Windows Server 2012 R2 Windows Server 2016, Windows Server 2019
Windows Server 2016 Windows Server 2019, Windows Server 2022
Windows Server 2019 Windows Server 2022

Upgrade Your Windows OS Seamlessly with Azure’s Test Migration

Step 1: Go to Get Started > Servers, databases, and web apps.

Step 2: Select Replicate and Start replication.

Step 3: Under Migration Goal > Migration and Modernization, select Replicated servers.

Step 4: Right-click on the Replicated VM and select Migrate.

Step 5: Select the Upgrade available option.

Step 6: Choose the desired target OS version from the dropdown and click Apply.

OS Upgrade

Step 7: You will see that the “Upgrade available” option is now displayed as “Configured”.

Upgrade available


This article has shown you how to upgrade your Windows Server OS while migrating to Azure. If you have any questions, feel free to comment below.

If you want to learn more about seamless OS upgrades during Azure migration, visit Skrots. You can also check out our wide range of services at Skrots Services. Thank you for reading!

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