iPads and AirPrint devices typically work when connected to the same local network. Be it connecting the iPad to the wifi and the printer via wireless or wired access. As long as the printer is AirPrint capable it should work. I however do not have anything AirPlay to test it out with. I feel like in theory it should work, but using software that claims in can make a non-AirPrint device printable from an iPad as my testing base has not really proven successful. I get the feeling that since AirPrint uses bonjor, and bonjour has been known to have issues with VPN, that this may not be possible to do. ... View more