Stadium: Court 2 Round: 62 Ground: Clay
| ITF M15 Cairo | 2021/09/07 07:30 | Tobias Franco v Ioannis Kountourakis | 6-4,6-2 |
| ITF M15 Cairo | 2021/09/06 08:30 | Antonio Mazzeo v Ioannis Kountourakis | 2-6,4-6 |
| ITF M15 Cairo | 2021/09/05 07:30 | Ioannis Kountourakis v Atharva Sharma | 6-4,6-3 |
| ITF M15 Cairo | 2021/08/30 09:00 | Louis Allen v Ioannis Kountourakis | 6-7,6-4,10-6 |
| ITF M15 L'Aquila | 2021/07/11 07:00 | Ioannis Kountourakis v Federico Bertuccioli | 3-6,4-6 |
| ITF M15 Heraklion | 2021/06/08 08:00 | Petros Tsitsipas v Ioannis Kountourakis | 6-1,7-6 |
| ITF M15 Heraklion | 2021/05/30 11:00 | Eduardo Cohen v Ioannis Kountourakis | 4-6,6-0,10-7 |
| ITF M15 Heraklion | 2021/05/23 06:30 | Ioannis Kountourakis v Christos Avraam | 6-1,4-6,7-10 |
| ITF M15 Cairo | 2021/09/12 12:30 | Michael Bassem Sobhy v Maikel De Boes | 4-6,6-3,3-10 |
| ITF M15 Cairo | 2021/09/08 08:00 | Maikel De Boes v Louis Tessa | 2-6,6-3,5-7 |
| ITF M15 Cairo | 2021/09/01 08:00 | Karim-Mohamed Maamoun v Maikel De Boes | 6-4,6-4 |
| ITF M15 Huy | 2021/08/23 16:15 | Olivier Rojas v Maikel De Boes | 6-3,3-6,9-11 |
| ITF M15 Huy | 2021/08/22 17:10 | Tom Clavel v Maikel De Boes | 7-6,4-6,8-10 |
| ITF M15 Pescara | 2021/08/17 08:00 | Maikel De Boes v Andrea Del Federico | 6-3,5-7,4-6 |
| ITF M15 Cairo | 2021/08/04 07:30 | Suraj R Prabodh v Maikel De Boes | 3-6,3-6 |
| ITF M15 Cairo | 2021/07/29 08:00 | Maikel De Boes v Ignacio Monzon | 1-6,3-6 |