Can't ping from devices behind the VPN to devices connecting to VPN

Posted August 16, 2020 3k views
UbuntuSecurityVPNUbuntu 20.04

Hello, I have set it all up following the instructions, my MacBook connects to the OpenVPN server gets an IP etc and I can ping the server that is behind in the network that the OpenVPN server sits on. That is all good.

So the OpenVPN server is and I have a Domain Controller on and it can ping .5 no worries.

My VPN connected device can ping no problems! But cannot ping! I feel like there is some reverse routing or something that we are missing?

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1 answer

The easiest way to get traffic flowing would be to configure the system at to also have a VPN connection.

Otherwise, you’ll need to add a route for the VPN subnet on the system to send traffic via the VPN server.

Assuming the subnet is something like, you’d add a route like ths on the system:

sudo ip route add via

That will at least get traffic onto the VPN server and you can then troubleshoot how it is flowing from there.