Hai, add this to your squid.conf and put it before your auth !
## Windows Updates
acl windowsupdate dstdomain .download.windowsupdate.com
acl windowsupdate dstdomain .windowsupdate.microsoft.com
acl windowsupdate dstdomain .update.microsoft.com
acl windowsupdate dstdomain redir.metaservices.microsoft.com
acl windowsupdate dstdomain images.metaservices.microsoft.com
acl windowsupdate dstdomain c.microsoft.com
acl windowsupdate dstdomain wustat.windows.com
acl windowsupdate dstdomain crl.microsoft.com
acl windowsupdate dstdomain .microsoft.com
acl wuCONNECT dstdomain .microsoft.com
http_access allow CONNECT wuCONNECT our_networks
http_access allow CONNECT wuCONNECT localhost
http_access allow windowsupdate our_networks
http_access allow windowsupdate localhost
and dont forget to correct the 'our_networks' and if needed the localhost.
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