I don't think you can do that. You are not migrating a Windows Server 2016 license from one machine to another, but upgrading from an old release Windows Server 2016 to Windows Server 2019. That's a major release upgrade, which should cost you another license. Contact Microsoft support directly and ask what exactly you should follow.
server license key transfer
Hi,
Is it possible to transfer the license key from one hardware (windows server 2016) to the other hardware (windows server 2019), if it's a retail license?
Thanks!
Windows for business | Windows Server | User experience | Other
2 additional answers
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Limitless Technology 40,076 Reputation points2021-11-01T16:32:15.307+00:00 Hi there,
OEM keys generally die with the hardware so I'd contact the provider for more details. If on the other hand a retail key then you can simply remove the operating system from old hardware, install it on new, and activate using the same product key.
To uninstall your product key you need to use the /upk switch, along with your activation ID:
slmgr /upk ACTIVATIONKEY#
If you do it correctly you will be told that your product key has been uninstalled.
Installing your product key on your new PC is just as easy, all you need to do is fire up an administrative command prompt and use the /ipk switch.
If your key is valid you will be told that your key was installed.
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freakfig 21 Reputation points
2021-11-03T19:33:35.743+00:00 Thank you all. I decided to go with the new license key.