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Why Windows 10 Update cannot connect to its update servers even though there is a working internet connection?

Screenshot of Windows 10 Update unable to connect

About my setup

  • Running Windows 10 on a PC behind a dedicated firewall (pfsense 2.2.5)
  • There is internet connectivity, port 80 / 443 works fine for anything else
  • Connecting the Windows 10 PC directly to my ISP's modem allows to update Windows 10 => suggests that the firewall is causing the problem

Already checked

Still, Windows 10 (version 1511) cannot update itself when I run it behind my firewall.

Any other suggestions/ideas?

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    If you feel like down-voting my question then also feel free to leave a comment why. This problem kept me busy investigating and trying out different things for some time - and there was no obvious fix or google answer to begin with.
    – Ivo Mori
    Dec 19, 2015 at 12:24
  • Hmm... Maybe I need to try out that firewall...
    – Andrew
    Aug 11, 2018 at 22:12

1 Answer 1

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Answering my own question.

I found the Windows Update Troubleshooter for Win10 from MS.

While running it, it in fact found and fixed a problem. After that, my Windows 10 can update itself now (great).

So, even though everything suggested a problem with my pfSense firewall it was some problem with the Windows Update itself.

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  • Glad you resolved the problem.
    – Moab
    Dec 19, 2015 at 23:29

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