Home History
| Greece Amateur Cup | 2018/10/24 12:30 | Ilisiakos v Ilioupoli | L | 1-0 |
| Greece Amateur Cup | 2018/09/26 13:00 | Ilioupoli v Iason | W | 2-1 |
| Europe Friendlies | 2018/09/16 14:30 | Ilioupoli v Thriamvos Haidariou | W | 3-0 |
| Europe Friendlies | 2018/09/12 15:00 | Ilioupoli v Giziakos | W | 5-0 |
| Europe Friendlies | 2018/08/12 15:30 | AO Palliniakos v Ilioupoli | L | 2-0 |
| Greece Amateur Cup | 2017/12/20 12:30 | Ilioupoli v Aris Petroupolis | L | 0-1 |
| Greece Amateur Cup | 2017/11/15 12:30 | Ilioupoli v FC Sourmena | W | 3-0 |
| Greece Amateur Cup | 2017/10/18 12:30 | Ilioupoli v Thiella Ag Dimitriou | W | 1-0 |
Away History
| Greece Amateur Cup | 2018/10/31 12:30 | Kentavros Vrilission v Diana Ilioupolis | L | 5-4 |
| Greece Amateur Cup | 2018/09/26 13:00 | Kolonos v Diana Ilioupolis | W | 0-1 |
| Europe Friendlies | 2018/09/09 14:30 | AO Peristeriou v Diana Ilioupolis | D | 1-1 |
| Europe Friendlies | 2018/08/22 15:00 | Diana Ilioupolis v Proodeftiki | W | 3-1 |
| Europe Friendlies | 2018/08/12 15:00 | Diana Ilioupolis v Kifisias FC | L | 1-3 |
| Greece Amateur Cup | 2017/10/04 12:45 | Petralona v Diana Ilioupolis | L | 3-0 |