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Troubleshooting Your VPN Connection: Common Issues and Fixes

9 February 2026bpd · ubuntu

What to Do When Your VPN Won’t Connect

Setting up a VPN can sometimes be tricky, as network issues can prevent a successful connection. The ‘Ubuntu System Administration Guide’ provides a helpful troubleshooting section for common VPN problems.

Common VPN Hurdles

  • Local Firewalls: The most common issue is a firewall on either the client or the server (or somewhere in between) blocking the VPN port. You can use a tool like `telnet` to check if you can establish a basic connection on the required port (e.g., UDP port 1194 for OpenVPN).
  • Packet Forwarding: If you can connect to the VPN but can’t access other devices on the remote network, you might have forgotten to enable IP packet forwarding on the VPN server.
  • Blocked Ports: Some public networks (like at hotels or airports) block common VPN ports. A common trick is to change your VPN server’s port to a standard, less-likely-to-be-blocked port, such as 443 (the port for HTTPS traffic).

By systematically checking these common points of failure, you can quickly diagnose and fix most VPN connectivity issues.


This post is based from content of the book Ubuntu System adminstration guide. And the book can be found here https://www.amazon.com/stores/Mattias-Hemmingsson/author/B0FF5CQX13