Netgate Discussion Forum
    • Categories
    • Recent
    • Tags
    • Popular
    • Users
    • Search
    • Register
    • Login

    pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help

    Scheduled Pinned Locked Moved Off-Topic & Non-Support Discussion
    20 Posts 4 Posters 2.3k Views
    Loading More Posts
    • Oldest to Newest
    • Newest to Oldest
    • Most Votes
    Reply
    • Reply as topic
    Log in to reply
    This topic has been deleted. Only users with topic management privileges can see it.
    • PippinP
      Pippin
      last edited by

      Configure the Ubuntu OpenVPN server.
      It is explained here:
      https://community.openvpn.net/openvpn/wiki/HOWTO#ExpandingthescopeoftheVPNtoincludeadditionalmachinesoneithertheclientorserversubnet

      To elaborate on @viragomann reply,
      OpenVPN ccd (client config directory) is what pfSense calls CSO (Client Specific Overrides).

      I gloomily came to the ironic conclusion that if you take a highly intelligent person and give them the best possible, elite education, then you will most likely wind up with an academic who is completely impervious to reality.
      Halton Arp

      1 Reply Last reply Reply Quote 0
      • KpuCkoK
        KpuCko
        last edited by

        Hmmm, this completely confuse me. As far as I know "client overwrites" are applicable only for OpenVPN servers.

        I want to clarify, the pfSense box is acting as OpenVPN client, so there is no way to do "client overwrites" in that case.

        Probably I can't get what you say. Sorry for my stupidity.

        V 1 Reply Last reply Reply Quote 0
        • V
          viragomann @KpuCko
          last edited by

          @kpucko said in pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help:

          As far as I know "client overwrites" are applicable only for OpenVPN servers.

          Yeah, exactly. I was talking about the server side, of course.

          1 Reply Last reply Reply Quote 0
          • KpuCkoK
            KpuCko
            last edited by

            Ok, so as ccd so far I have this:

            root@frax1021dckr1110:~# cat /etc/openvpn/chroot/frax1021dckr1110/ccd/sofn1010fw301
            
            ifconfig-push 172.16.21.10 255.255.255.0
            
            push "route 10.0.1.10 255.255.255.0"
            root@frax1021dckr1110:~#
            

            But I really don't know how this matter.
            You want me here to put 192.168.0.0/24? But this network is not in the Ubuntu side.

            V 1 Reply Last reply Reply Quote 0
            • V
              viragomann @KpuCko
              last edited by

              @kpucko
              It's well described on the OpenVPN community document which @Pippin linked above.

              You are missing the iroute line:

              iroute 192.168.0.0 255.255.255.0
              
              KpuCkoK 1 Reply Last reply Reply Quote 1
              • KpuCkoK
                KpuCko @viragomann
                last edited by

                Ok, added.

                root@frax1021dckr1110:~# cat /etc/openvpn/chroot/frax1021dckr1110/ccd/sofn1010fw301
                
                ifconfig-push 172.16.21.10 255.255.255.0
                
                push "route 10.0.1.10 255.255.255.0"
                
                iroute 192.168.0.0 255.255.255.0
                
                root@frax1021dckr1110:~#
                

                In the log of the OpenVPN server I see this LERAN line:

                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 MULTI_sva: pool returned IPv4=172.16.21.2, IPv6=(Not enabled)
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 OPTIONS IMPORT: reading client specific options from: ccd/sofn1010fw301
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 MULTI: Learn: 172.16.21.10 -> sofn1010fw301:31634
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 MULTI: primary virtual IP for sofn1010fw301:31634: 172.16.21.10
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 MULTI: internal route 192.168.0.0/24 -> sofn1010fw301:31634
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 MULTI: Learn: 192.168.0.0/24 -> sofn1010fw301:31634
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 Data Channel: using negotiated cipher 'AES-256-GCM'
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 Outgoing Data Channel: Cipher 'AES-256-GCM' initialized with 256 bit key
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 Incoming Data Channel: Cipher 'AES-256-GCM' initialized with 256 bit key
                Oct 06 13:34:23 frax1021dckr1110 openvpn[51609]: sofn1010fw301:31634 SENT CONTROL [sofn1010fw301]: 'PUSH_REPLY,route-gateway 172.16.21.1,topology subnet,ping 10,ping-restart 60,route 10.0.1.10 255.255.255.0,ifconfig 172.16.21.10 255.255.255.0,peer-id 0,cipher AES-256-GCM' (status=1)
                

                And now? What to test?

                root@frax1021dckr1110:~# ping 172.16.21.1
                PING 172.16.21.1 (172.16.21.1) 56(84) bytes of data.
                64 bytes from 172.16.21.1: icmp_seq=1 ttl=64 time=0.018 ms
                64 bytes from 172.16.21.1: icmp_seq=2 ttl=64 time=0.035 ms
                ^C
                --- 172.16.21.1 ping statistics ---
                2 packets transmitted, 2 received, 0% packet loss, time 1009ms
                rtt min/avg/max/mdev = 0.018/0.026/0.035/0.008 ms
                root@frax1021dckr1110:~# ping 172.16.21.10
                PING 172.16.21.10 (172.16.21.10) 56(84) bytes of data.
                64 bytes from 172.16.21.10: icmp_seq=1 ttl=64 time=27.5 ms
                64 bytes from 172.16.21.10: icmp_seq=2 ttl=64 time=27.3 ms
                ^C
                --- 172.16.21.10 ping statistics ---
                2 packets transmitted, 2 received, 0% packet loss, time 1002ms
                rtt min/avg/max/mdev = 27.332/27.400/27.468/0.068 ms
                root@frax1021dckr1110:~# ping 192.168.0.1
                PING 192.168.0.1 (192.168.0.1) 56(84) bytes of data.
                ^C
                --- 192.168.0.1 ping statistics ---
                7 packets transmitted, 0 received, 100% packet loss, time 6124ms
                
                root@frax1021dckr1110:~#
                

                No difference in my opinion.

                [2.6.0-RELEASE][root@sofn-fw001.home.lan]/root: ping -S 192.168.0.1 172.16.21.1
                PING 172.16.21.1 (172.16.21.1) from 192.168.0.1: 56 data bytes
                ^C
                --- 172.16.21.1 ping statistics ---
                3 packets transmitted, 0 packets received, 100.0% packet loss
                [2.6.0-RELEASE][root@sofn-fw001.home.lan]/root:
                
                V 1 Reply Last reply Reply Quote 0
                • V
                  viragomann @KpuCko
                  last edited by

                  @kpucko
                  Do you have this line in the server config?

                  route 192.168.0.0 255.255.255.0
                  

                  If you still have the static route, remove it before your restart the server.

                  1 Reply Last reply Reply Quote 0
                  • stephenw10S
                    stephenw10 Netgate Administrator
                    last edited by

                    Yeah, you need a route and an iroute. Also appropriate firewall rules to pass that.

                    1 Reply Last reply Reply Quote 1
                    • KpuCkoK
                      KpuCko
                      last edited by

                      Ok, thanks to all of you guys.

                      I will find some time today to show the config of the OpenVPN server with all the routes and CCDs. Just bear with me, there are a lot of things happening in parallel.

                      1 Reply Last reply Reply Quote 0
                      • KpuCkoK
                        KpuCko
                        last edited by KpuCko

                        Here it is:

                        root@frax1021dckr1110:~# cat /etc/openvpn/chroot/frax1021dckr1110/ccd/sofn1010fw301
                        
                        ifconfig-push 172.16.21.10 255.255.255.0
                        
                        push "route 10.0.1.10 255.255.255.0"
                        
                        iroute 192.168.0.0 255.255.255.0
                        root@frax1021dckr1110:~#
                        

                        And the OpenVPN server config:

                        # Service user and group
                        user nobody
                        group nogroup
                        
                        # Set output verbosity
                        verb 3
                        
                        # Tunnel config
                        proto udp
                        dev tun
                        port 1194
                        compress stub-v2
                        chroot /etc/openvpn/chroot/frax1021dckr1110/
                        tmp-dir tmp/
                        client-config-dir ccd
                        ccd-exclusive
                        
                        persist-tun
                        persist-key
                        
                        # Server config
                        topology subnet
                        server 172.16.21.0 255.255.255.0
                        tls-server
                        tls-version-min 1.3
                        ncp-ciphers AES-256-GCM
                        dh /etc/easyrsa/pki/dh.pem
                        ca /etc/easyrsa/pki/ca.crt
                        cert /etc/easyrsa/pki/issued/frax1021dckr1110.crt
                        key  /etc/easyrsa/pki/private/frax1021dckr1110.key
                        crl-verify crl.pem
                        verify-client-cert require
                        tls-auth /etc/openvpn/private/frax1021dckr1110-ta.key 0
                        auth SHA256
                        keepalive 10 60
                        float
                        
                        #
                        # Extra params
                        #
                        
                        root@frax1021dckr1110:~#
                        

                        There is no static route for 192.168.0.0/24 on the server side:

                        root@frax1021dckr1110:~# route -n | grep 192.168
                        192.168.192.0   172.25.0.1      255.255.255.0   UG    20     0        0 tun0
                        192.168.193.0   172.25.0.1      255.255.255.0   UG    20     0        0 tun0
                        root@frax1021dckr1110:~#
                        

                        So now you want me to put this on the server config?

                        route 192.168.0.0 255.255.255.0
                        

                        And we are done?

                        Meantime let me share the rules for that interface:

                        37ec8fb8-3d93-46ed-a7d0-455ace4dd0e0-image.png

                        Maybe this also make sense:

                        1ba31dd3-096a-4dbf-b5f4-7312379b1b93-image.png

                        This is the config part of the OpenVPN client from the pfSense perspective

                        V 1 Reply Last reply Reply Quote 0
                        • V
                          viragomann @KpuCko
                          last edited by

                          @kpucko said in pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help:

                          o now you want me to put this on the server config?
                          route 192.168.0.0 255.255.255.0

                          And we are done?

                          At least this is necessary to get it work.

                          Meantime let me share the rules for that interface:

                          Consider, the "VPNFRAX1 net" is only the tunnel (transit) network. This only applies to the server itself.
                          But as I got your initial post, you want to set up a site-to-site VPN. So I assume you need access from behind the Ubuntu server, don't you?
                          If yes, you have also ensure that there is a route for the clients Lan on the server side pointing the the server (in case the Ubuntu is not the default gateway).

                          Maybe this also make sense:

                          If you want to communicate with the network(s) behind the Ubuntu you have to add them to the "Remote networks" here.

                          stephenw10S 1 Reply Last reply Reply Quote 1
                          • stephenw10S
                            stephenw10 Netgate Administrator @viragomann
                            last edited by stephenw10

                            @viragomann said in pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help:

                            If you want to communicate with the network(s) behind the Ubuntu you have to add them to the "Remote networks" here.

                            It's an SSL/TLS server so it should push those networks to the client(s).
                            And it looks like it is configured to push 10.0.1.10/24. That should be 10.0.1.0/24 bu will probably still work.

                            Yes, those firewall rules will block everything except ping and BGP in the server to client direction. That might be what you want though.

                            Steve

                            V 1 Reply Last reply Reply Quote 1
                            • V
                              viragomann @stephenw10
                              last edited by

                              @stephenw10 said in pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help:

                              It's an SSL/TLS server so it should push those networks to the client(s).
                              And it looks like it is configured to push 10.0.1.10/24. That should be 10.0.1.0/24 bu will probably still work.

                              Ahh, you're right.
                              I noticed this above.

                              1 Reply Last reply Reply Quote 1
                              • KpuCkoK
                                KpuCko
                                last edited by KpuCko

                                @viragomann said in pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help:

                                route 192.168.0.0 255.255.255.0

                                Yeah :-) all good now
                                Thanks guys!!! Everything is up and running.

                                Will leave the config here in case if anyone wonder howto do it:

                                root@frax1021dckr1110:~# grep route /etc/openvpn/server/frax1021dckr1110.conf
                                route 192.168.0.0 255.255.255.0
                                root@frax1021dckr1110:~# cat /etc/openvpn/chroot/frax1021dckr1110/ccd/sofn1010fw301
                                
                                ifconfig-push 172.16.21.10 255.255.255.0
                                
                                push "route 10.0.1.10 255.255.255.0"
                                
                                iroute 192.168.0.0 255.255.255.0
                                root@frax1021dckr1110:~#
                                

                                The tests:

                                C:\Users\KpuCko>ipconfig |FIND "192.168.0.15"
                                   IPv4 Address. . . . . . . . . . . : 192.168.0.15
                                
                                C:\Users\KpuCko>ping 10.0.1.10
                                
                                Pinging 10.0.1.10 with 32 bytes of data:
                                Reply from 10.0.1.10: bytes=32 time=30ms TTL=63
                                Reply from 10.0.1.10: bytes=32 time=30ms TTL=63
                                Reply from 10.0.1.10: bytes=32 time=30ms TTL=63
                                Reply from 10.0.1.10: bytes=32 time=30ms TTL=63
                                

                                The confusing part for me was this route and iroute settings. I read in the tutorial linked above that they both are needed, check here:

                                Why the redundant route and iroute statements, you might ask? The reason is that route controls the routing from the kernel to the OpenVPN server (via the TUN interface) while iroute controls the routing from the OpenVPN server to the remote clients. Both are necessary.

                                The only thing left unclear for me is the line with the pool, check this:

                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: Could not determine IPv4/IPv6 protocol. Using AF_INET
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: Socket Buffers: R=[212992->212992] S=[212992->212992]
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: UDPv4 link local (bound): [AF_INET][undef]:1194
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: UDPv4 link remote: [AF_UNSPEC]
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: chroot to '/etc/openvpn/chroot/frax1021dckr1110/' and cd to '/' succeeded
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: GID set to nogroup
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: UID set to nobody
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: MULTI: multi_init called, r=256 v=256
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: IFCONFIG POOL IPv4: base=172.16.21.2 size=253
                                Oct 10 05:54:14 frax1021dckr1110 openvpn[61734]: Initialization Sequence Completed
                                

                                So the pool starts from 172.16.21.2 because 172.16.21.1 is reserved for the local IP, but the client is instructed via CCD to get 172.16.21.10 which is shown below:

                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 MULTI_sva: pool returned IPv4=172.16.21.2, IPv6=(Not enabled)
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301/:63268 OPTIONS IMPORT: reading client specific options from: ccd/sofn1010fw301
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 MULTI: Learn: 172.16.21.10 -> sofn1010fw301:63268
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 MULTI: primary virtual IP for sofn1010fw301:63268: 172.16.21.10
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 MULTI: internal route 192.168.0.0/24 -> sofn1010fw301:63268
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 MULTI: Learn: 192.168.0.0/24 -> sofn1010fw301:63268
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 Data Channel: using negotiated cipher 'AES-256-GCM'
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 Outgoing Data Channel: Cipher 'AES-256-GCM' initialized with 256 bit key
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 Incoming Data Channel: Cipher 'AES-256-GCM' initialized with 256 bit key
                                Oct 10 05:54:51 frax1021dckr1110 openvpn[61734]: sofn1010fw301:63268 SENT CONTROL [sofn1010fw301]: 'PUSH_REPLY,route-gateway 172.16.21.1,topology subnet,ping 10,ping-restart 60,route 10.0.1.10 255.255.255.0,ifconfig 172.16.21.10 255.255.255.0,peer-id 0,cipher AES-256-GCM' (status=1)
                                

                                Great 172.16.21.10 is assigned to the client, but see the local kernel routing table:

                                root@frax1021dckr1110:~# route -n |grep 192.168
                                192.168.0.0     172.16.21.2     255.255.255.0   UG    0      0        0 tun1
                                root@frax1021dckr1110:~#
                                

                                Why 172.16.21.2, I don't have 172.16.21.2 anywhere..
                                At least it works, so I'm asking just for clarity :-)

                                1 Reply Last reply Reply Quote 0
                                • stephenw10S
                                  stephenw10 Netgate Administrator
                                  last edited by

                                  OpenVPN always uses the first IP in the tunnel subnet to route traffic to like that. But usually at the server end. I expect to see .1 there at the client side if the server is configured as that. It seems to be passing that as a gateway.

                                  It doesn't really matter since it's actually the OpenVPN daemon that decides where to route it to. The kernel route only has to get it to the daemon.

                                  You should change the local subnet you are pushing to 10.0.1.0/24 instead of .10 to be 'correct'. Some clients might reject that as an invalid route.

                                  Steve

                                  KpuCkoK 1 Reply Last reply Reply Quote 1
                                  • KpuCkoK
                                    KpuCko @stephenw10
                                    last edited by

                                    @stephenw10

                                    You should change the local subnet you are pushing to 10.0.1.0/24 instead of .10 to be 'correct'. Some clients might reject that as an invalid route.

                                    Steve

                                    Oo I see what you are speaking about:

                                    push "route 10.0.1.10 255.255.255.0"
                                    

                                    It should be 10.0.0.0 255.255.255.0, I even haven't noticed that I wrote it in this way..

                                    stephenw10S 1 Reply Last reply Reply Quote 0
                                    • stephenw10S
                                      stephenw10 Netgate Administrator @KpuCko
                                      last edited by

                                      It should be: 10.0.1.0 255.255.255.0

                                      KpuCkoK 1 Reply Last reply Reply Quote 1
                                      • KpuCkoK
                                        KpuCko @stephenw10
                                        last edited by

                                        @stephenw10 said in pfSense -> OpenVPN Ubuntu site-to-site throubleshooting help:

                                        It should be: 10.0.1.0 255.255.255.0

                                        Of course :-)))

                                        Sorry about that, I have really fast fingers =]]

                                        1 Reply Last reply Reply Quote 1
                                        • First post
                                          Last post
                                        Copyright 2025 Rubicon Communications LLC (Netgate). All rights reserved.