Stadium: Centre Court Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2020/03/08 08:30 | Khomentovskiy, Matvey v Speziali, Maurizio | 3-6,7-6,10-6 |
| ITF - M15 Héraklion | 2020/03/05 09:45 | Kirkov, Vasil v Khomentovskiy, Matvey | 6-3,6-0 |
| ITF - M15 Héraklion | 2020/03/04 09:15 | Ehrenschneider, Nino v Khomentovskiy, Matvey | 7-6,5-7,5-7 |
| ITF - M15 Héraklion | 2020/02/28 08:30 | Khomentovskiy, Matvey v Kai Wehnelt | 6-7,6-3,0-6 |
| ITF - M15 Héraklion | 2020/02/27 08:30 | Celebic, Ljubomir v Khomentovskiy, Matvey | 3-6,6-3,3-6 |
| ITF - M15 Héraklion | 2020/02/26 08:30 | Khomentovskiy, Matvey v Bergevi, Filip | 7-6,6-1 |
| ITF - M15 Héraklion | 2020/02/16 11:00 | Khomentovskiy, Matvey v Nicolas Tepmahc | 5-7,4-6 |
| ITF M15 Kazan | 2020/01/22 11:15 | Fufygin, Mikhail v Khomentovskiy, Matvey | 6-2,6-3 |
| ITF - M15 Héraklion | 2020/03/10 08:00 | Ioannis Xilas v Keisidis, Christos | 0-6,6-4,10-6 |
| ITF - M15 Héraklion | 2020/03/08 08:30 | Ioannis Xilas v Kaufmann, Hans Peter | 6-1,6-2 |
| ITF - M15 Héraklion | 2020/03/05 10:20 | Erler, Alexander v Ioannis Xilas | 7-6,6-4 |
| ITF - M15 Héraklion | 2020/02/25 08:00 | Simon, Sahar v Ioannis Xilas | 6-4,6-0 |
| ITF - M15 Héraklion | 2020/02/24 08:30 | Ioannis Xilas v Hubner, Edward | 6-0,6-4 |
| ITF - M15 Héraklion | 2020/02/23 08:00 | Cizelj-Zivkovic, Stefan v Ioannis Xilas | 3-6,3-6 |
| ITF - M15 Héraklion | 2019/11/27 14:30 | Ioannis Xilas v Hampel, Lenny | 4-6,1-6 |
| ITF - M15 Héraklion | 2019/11/17 07:30 | Deney Wassermann v Ioannis Xilas | 6-1,6-3 |