Stadium: Hard 17 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2023/02/13 08:00 | Ioannis Kountourakis v Matic Dimic | 7-5,0-6,10-8 |
| ITF M25 Skopje | 2022/06/06 12:15 | Ioannis Kountourakis v Matic Dimic | 7-5,4-6,10-8 |
| ITF M15 Heraklion | 2024/10/16 09:45 | Matteo Lavizzari v Ioannis Kountourakis | 7-6,6-2 |
| ITF M15 Sharm El Sheikh | 2024/09/23 09:30 | Ioannis Kountourakis v Evan Bynoe | 3-6,4-6 |
| ITF M15 Sharm El Sheikh | 2024/09/18 07:00 | Evgeny Tyurnev v Ioannis Kountourakis | 7-6,6-4 |
| ITF M15 Sharm El Sheikh | 2024/09/17 07:00 | Evan Bynoe v Ioannis Kountourakis | 1-6,6-7 |
| ITF M15 Sharm El Sheikh | 2024/09/16 09:30 | Nicola Senn v Ioannis Kountourakis | 4-6,2-6 |
| ITF M15 Sharm El Sheikh | 2024/09/15 08:00 | Yaqoub Mohammed v Ioannis Kountourakis | 4-6,2-6 |
| ITF M15 Kursumlijska Banja | 2024/08/28 10:20 | Ioannis Kountourakis v Aleksa Pisaric | 5-7,4-6 |
| ITF M15 Kursumlijska Banja | 2024/08/27 06:00 | Ioannis Kountourakis v Wenze Li | 6-2,6-4 |
| ITF M15 Heraklion | 2024/10/16 06:30 | Johan Nikles v Matic Dimic | 6-2,6-1 |
| ITF M15 Pardubice | 2024/09/18 12:20 | Daniel Paty v Matic Dimic | 7-6,6-4 |
| ITF M25 Pardubice | 2024/09/18 07:30 | Matic Dimic v Jakub Novak | 7-5,3-6,10-6 |
| ITF M25 Pardubice | 2024/09/16 12:00 | Matic Dimic v Jan Facek | 6-2,6-2 |
| ITF M15 Bologna | 2024/09/03 17:00 | Matic Dimic v Gabriele Piraino | 4-6,4-6 |
| ITF M15 Bologna | 2024/09/02 14:00 | Matic Dimic v Alessandro Spadola | 6-4,6-3 |
| ITF M15 Bologna | 2024/09/01 15:55 | Matic Dimic v Christian Fellin | 6-3,7-5 |
| ITF M15 Slovenj Gradec | 2024/08/28 13:00 | Matic Dimic v Marlon Vankan | 0-6,1-6 |