Round: 25 Ground: Hardcourt outdoor
| ITF Greece F5 | 2014/04/09 10:00 | Adrian Sikora v Charalampos Kapogiannis | 3-6,6-4,6-1 |
| ITF Greece F3 | 2016/04/04 07:00 | Charalampos Kapogiannis v Matvey Khomentovskiy | 3-6,6-2,2-6 |
| ITF Greece F3 | 2016/04/03 08:30 | Charalampos Kapogiannis v Melik Feler | 6-2,6-2 |
| ITF Greece F2 | 2016/03/27 09:00 | Christian Sigsgaard v Charalampos Kapogiannis | 6-4,0-6,6-3 |
| ITF Greece F2 | 2016/03/26 07:00 | Vasilios Caripi v Charalampos Kapogiannis | 1-6,0-6 |
| ITF Greece F11 | 2015/11/12 08:30 | Steven Diez v Charalampos Kapogiannis | 6-0,6-1 |
| ITF Greece F11 | 2015/11/11 12:05 | Charalampos Kapogiannis v Fran Zvonimir Zgombic | 0-6,6-3,7-5 |
| ITF Greece F10 Qual | 2015/11/02 07:30 | Charalampos Kapogiannis v Matvey Khomentovskiy | 3-6,6-2,4-6 |
| ITF Greece F10 Qual | 2015/11/01 09:00 | Charalampos Kapogiannis v Ivan Krivic | 5-7,6-1,7-5 |
| ITF Greece F3 | 2016/04/07 07:00 | Jonny O'Mara v Adrian Sikora | 6-2,6-1 |
| ITF Greece F3 | 2016/04/06 10:50 | Milan Drinic v Adrian Sikora | 6-7,1-6 |
| Challenger Drummondville Qual | 2016/03/13 14:00 | Adrian Sikora v Winston Lin | 6-3,5-7,2-6 |
| ITF Switzerland F2 | 2016/02/15 12:30 | Adrian Sikora v Daniel Altmaier | 6-7,3-6 |
| ITF Switzerland F1 | 2016/02/08 09:55 | Frank Dancevic v Adrian Sikora | 6-1,7-6 |
| ITF Germany F3 | 2016/01/27 14:45 | Adrian Sikora v Maximilian Marterer | 3-6,4-6 |
| ITF Belarus F1 Qual | 2015/10/23 09:00 | Stefan Kozlov v Adrian Sikora | 7-6,6-3 |
| ITF Belarus F1 Qual | 2015/10/22 08:00 | Adrian Sikora v Andrei Vasilevski | 7-6,3-6,6-4 |