Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Ulcinj | 2021/08/30 11:30 | Ioannis Xilas v Matthew Dellavedova | 6-1,6-1 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Bozo Barun v Ioannis Xilas | 4-6,1-6 |
| ITF M15 Warmbad-Villach | 2021/08/18 14:40 | Franco Ribero v Ioannis Xilas | 6-2,6-7,6-1 |
| ITF M15 Warmbad-Villach | 2021/08/17 08:00 | Petr Hajek v Ioannis Xilas | 6-3,7-6 |
| ITF M15 Warmbad-Villach | 2021/08/15 07:00 | Matteo Meneghetti v Ioannis Xilas | 4-6,1-6 |
| ITF M15 Heraklion | 2021/05/19 08:00 | Ioannis Xilas v Yshai Oliel | 3-6,0-6 |
| ITF M15 Cairo | 2021/04/12 12:30 | Ioannis Xilas v Amr Asrawy | 3-6,2-6 |
| ITF M15 Sharm El Sheikh | 2021/04/06 07:30 | Michal Novansky v Ioannis Xilas | 6-2,5-7,13-11 |
| ITF M25 Lesa | 2021/08/25 12:30 | Federico Arnaboldi v Antonio Massara | 6-2,6-2 |
| ITF M15 Pescara | 2021/08/18 12:10 | Antonio Massara v Riccardo Balzerani | 4-6,3-6 |
| ITF M15 Monastir | 2021/08/05 07:30 | Antonio Massara v Luca Potenza | 6-4,1-6,3-6 |
| ITF M15 Monastir | 2021/07/27 08:00 | Antonio Massara v Rishab Agarwal | 6-4,2-6,4-6 |
| ITF M25 Casinalbo | 2021/07/06 07:30 | Antonio Massara v Alessandro Ragazzi | 3-6,5-7 |
| ITF M15 Antalya | 2021/05/18 07:00 | Cezar Cretu v Antonio Massara | 3-6,6-3,10-6 |
| ITF M15 Antalya | 2021/05/17 07:00 | Santiago De La Fuente v Antonio Massara | 6-7,2-6 |
| ITF M15 Antalya | 2021/05/16 07:00 | Stefanos Sakellaridis v Antonio Massara | 3-6,3-6 |