Jump to content
Not connected, Your IP: 3.94.129.211
loeloel

VPN chaining doesn't work in VMware and Virtualbox

Recommended Posts

Hello

 

I have a very strange problem with my Windows 10 laptop. I try to make a VPN chain. My host OS is a freshly and clean installed Windows 10 Professional without  any third party antivirus or firewall installed. I set up an Ubuntu virtual machine in vmware workstation player with NAT network setting.

 

I can successfully connect to the first VPN server on my host OS and start up the virtual machine. When I go to ipleak.net (in the Ubuntu guest OS) i can see the ip address from the first VPN server, so far so good. But when I try to fire up the eddie client in the Ubuntu guest OS and make the second VPN connection it's always stuck on checking route and it fails to connect.

 

After that, I tried to disable the VPN connection on my host OS. I can now make a VPN connection inside the Ubuntu guest OS without any errors.

 

So, a VPN connection is possible on the host and guest OS, but chaining doesn't work. 

 

I tried exactly the same on my friends Windows 10 host machine and it worked right away. Why it doesn't on my Windows 10 Laptop? 

 

 

 

 

Share this post


Link to post

Hello

 

I have a very strange problem with my Windows 10 laptop. I try to make a VPN chain. My host OS is a freshly and clean installed Windows 10 Professional without  any third party antivirus or firewall installed. I set up an Ubuntu virtual machine in vmware workstation player with NAT network setting.

 

I can successfully connect to the first VPN server on my host OS and start up the virtual machine. When I go to ipleak.net (in the Ubuntu guest OS) i can see the ip address from the first VPN server, so far so good. But when I try to fire up the eddie client in the Ubuntu guest OS and make the second VPN connection it's always stuck on checking route and it fails to connect.

 

After that, I tried to disable the VPN connection on my host OS. I can now make a VPN connection inside the Ubuntu guest OS without any errors.

 

So, a VPN connection is possible on the host and guest OS, but chaining doesn't work. 

 

I tried exactly the same on my friends Windows 10 host machine and it worked right away. Why it doesn't on my Windows 10 Laptop? 

 

 

It sounds like you're connecting just fine but the method used to confirm the tunnel is working is failing.  There used to be an option to disable checking the route but I think it may be re-named now.  I don't use the app so I'm not sure.  If that option is disabled then it'll stay connected and the tunnel is probably working.

Share this post


Link to post

Hello

 

I have a very strange problem with my Windows 10 laptop. I try to make a VPN chain. My host OS is a freshly and clean installed Windows 10 Professional without  any third party antivirus or firewall installed. I set up an Ubuntu virtual machine in vmware workstation player with NAT network setting.

 

I can successfully connect to the first VPN server on my host OS and start up the virtual machine. When I go to ipleak.net (in the Ubuntu guest OS) i can see the ip address from the first VPN server, so far so good. But when I try to fire up the eddie client in the Ubuntu guest OS and make the second VPN connection it's always stuck on checking route and it fails to connect.

 

After that, I tried to disable the VPN connection on my host OS. I can now make a VPN connection inside the Ubuntu guest OS without any errors.

 

So, a VPN connection is possible on the host and guest OS, but chaining doesn't work. 

 

I tried exactly the same on my friends Windows 10 host machine and it worked right away. Why it doesn't on my Windows 10 Laptop? 

 

It sounds like you're connecting just fine but the method used to confirm the tunnel is working is failing.  There used to be an option to disable checking the route but I think it may be re-named now.  I don't use the app so I'm not sure.  If that option is disabled then it'll stay connected and the tunnel is probably working.

I tried to disable the "check if the tunnel works" and "check AirVPN DNS" option. I can connect to the second VPN server now but I can't open any websites. It's stuck at "Performing a TLS handshake to website www.google.com" (bottom left corner of Firefox) please see the screenshots. Ping to 8.8.8.8 and www.google.com is working fine. Very strange... On one of the screenshots you can see the ip of the first VPN connection (PIA).

 

Screenshot Ping 8.8.8.8: https://www2.pic-upload.de/img/35449057/Screenshotfrom2018-06-0808-08-03.png

Screenshot Ping www.google.com: https://www2.pic-upload.de/img/35449059/Screenshotfrom2018-06-0808-09-23.png

Screenshot ipleak.net (first VPN): https://www2.pic-upload.de/img/35449070/Screenshotfrom2018-06-0808-11-15.png

Screenshot Firefox: https://www2.pic-upload.de/img/35449069/Screenshotfrom2018-06-0808-10-04.png

 

Edit: The high ping is because I was running a torrent client on my host machine. Usually the ping is much lower...

Share this post


Link to post

I now tried the doublehop thing on another host system of mine (mac mini with macOS Sierra installed). I also installed Virtualbox and Ubuntu as guest OS. Network settings set to NAT. It's exactly the same problem as on my windows 10 laptop. I can't connect to the second VPN server. It's also stuck on checking route. I saw that there is an error in the OpenVPN log file. Please check the log file here: https://pastebin.com/pqNDCmad

Share this post


Link to post

Join the conversation

You can post now and register later. If you have an account, sign in now to post with your account.
Note: Your post will require moderator approval before it will be visible.

Guest
Reply to this topic...

×   Pasted as rich text.   Paste as plain text instead

  Only 75 emoji are allowed.

×   Your link has been automatically embedded.   Display as a link instead

×   Your previous content has been restored.   Clear editor

×   You cannot paste images directly. Upload or insert images from URL.

Loading...
  • Security Check
    Play CAPTCHA Audio
    Refresh Image

×
×
  • Create New...