Stadium: Hard 4 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2020/02/22 08:50 | Antonio Massara v Giacalone, Omar | 4-6,0-6 |
| ITF - M15 Héraklion | 2020/02/21 09:00 | Guy Den Heijer v Antonio Massara | 1-6,4-6 |
| ITF - M15 Héraklion | 2020/02/20 11:15 | Antonio Massara v Billy Harris | 6-2,2-6,7-5 |
| ITF - M15 Héraklion | 2020/02/19 16:15 | Gabriele Maria Noce v Antonio Massara | 5-7,5-7 |
| ITF - M15 Héraklion | 2020/02/16 09:30 | Marco Furlanetto v Antonio Massara | 4-6,3-6 |
| ITF - M15 Héraklion | 2020/02/14 09:00 | Geens, Clement v Antonio Massara | 3-6,6-2,6-3 |
| ITF - M15 Héraklion | 2020/02/13 08:30 | Antonio Massara v Seifert, Stefan | 6-3,7-5 |
| ITF - M15 Héraklion | 2020/02/11 09:30 | Kocevar-Desman, Tom v Antonio Massara | 2-6,2-6 |
| ITF - M15 Héraklion | 2020/02/24 08:30 | Guscic, Sandro v Demeroutis, Nicolas | 2-6,0-6 |
| ITF - M15 Héraklion | 2020/02/17 08:30 | Demeroutis, Nicolas v Urbanija, Mike | 3-6,3-6 |
| ITF - M15 Héraklion | 2020/02/10 08:30 | Lodewijk Weststrate v Demeroutis, Nicolas | 6-1,6-1 |
| ITF - M15 Héraklion | 2019/11/24 10:30 | Dian Nedev v Demeroutis, Nicolas | 6-2,6-7,10-8 |
| ITF - M15 Héraklion | 2019/11/17 12:00 | Demeroutis, Nicolas v Popovic, Mihailo | 5-7,3-6 |
| ITF - M15 Héraklion | 2019/11/10 07:30 | Demeroutis, Nicolas v Fitzpatrick, Barney | 2-6,7-6,4-10 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/10/23 13:25 | Demeroutis, Nicolas v Battaglino, Stefano | 5-7,6-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/10/13 13:30 | Skierkier, Boruch v Demeroutis, Nicolas | 5-7,6-1,11-9 |