Spent a flight on Southwest today trying to get OpenVPN working. I was able to RDP into my work computer by NAT'ing RDP over 444/tcp (just temp ha), which allowed me to try all kinds of ports for OpenVPN. I thought for sure I'd be able to get it 53/udp working since they allowed DNS requests to any public DNS server. But nope, their packet inspecting must be decent since it didn't allow me to connect. I tried 443/udp, 443/tcp, 80/tcp, and 53/udp with no luck.
Anyone figure out a workaround yet? Once the airlines upgrade their fleet to Starlink, it should be useable. It's dogshit right now on their crap Anuvu satellite service.
Source: r/OpenVPN · by /u/KillingTime1212