Around the world, various correctional jurisdictions are struggling to enable the delivery of higher education into prisons. At a time when universities are moving increasingly online, very often access to the internet is restricted or disallowed in correctional environments. Many universities, leading in distance education provide in their countries in which they are based, are delivering higher education into prisons using technology to varying extents. This paper reports on distance education into prisons, particularly using technology, in Turkey, by Anadolu University. In Open Education Faculty jurisdictions, in prisoner access to computer hardware, personal devices and to the internet. How these differences impact on the delivery of distance education is explored with an examination of various learning initiatives and lessons learned.