Azure OpenVPN connectivity issue

Question

I have some computers that can not connect to our Azure OpenVPN gateway. The process will go through username, password and MFA response then fail with this error:

[Error] Connecting to VPN server failed with exception: Connecting to VPN server failed with exception: A socket operation was attempted to an unreachable host

Answer 1

@Robert Halpop ,

Welcome to the Microsoft Q&A Platform. Thank you for reaching out & I hope you are doing well.

I understand that you are using Azure VPN Gateway with OpenVPN Tunnel and Entra Authentication

Please correct me if I am wrong.

• Are you using Azure VPN Client app? or Windows VPN App?
• Is this a new set up? or was this working previously but recently resulted in this error
• Can you please make sure there are no third-party firewall applications blocking this at OS Level?
  • If you have any such firewall, can you try again by disabling the firewall?
• Can you confirm if you are able to repo this in a different machine with same credentials (without firewall)
• Can you confirm if you are able to repo this in the same machine with different credentials
• Can you check the "AzureVPNClient.Log" and "AzureVPNcxn.log" files of the Azure VPN client and see if you can observe any errors?
  • You can refer to this thread to learn how to fetch the log files above.

Cheers,

Kapil