if you had to do all the crazy work you have to do on windows to get it working people would point it as a power user thing. but if I complain about it my friends just say "hey, its easy, just install this and that and enable the software to start on boot"
DisplayLink support is built into ChromeOS but it seems the only Linux drivers are proprietary, and not included with distro repositories. Haha yeah well I remember when getting hardware working on Windows was not much easier. We have it so much better nowadays.