Stadium: Court 5 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Cadolzburg | 2024/01/17 11:40 | Leopold Zima v Ioannis Kountourakis | 6-2,6-2 |
| ITF M15 Cadolzburg | 2024/01/15 10:00 | Ioannis Kountourakis v Mihailo Milenkovic | 6-4,6-1 |
| ITF M15 Cadolzburg | 2024/01/14 11:30 | Ioannis Kountourakis v Tobias Brutscher | 6-4,6-1 |
| UTR Pro Athens | 2023/12/17 10:45 | Christos Keisidis v Ioannis Kountourakis | 6-3,6-6 |
| UTR Pro Athens | 2023/12/15 07:30 | Ioannis Kountourakis v Illya Beloborodko | 6-2,6-3 |
| UTR Pro Athens | 2023/12/13 06:00 | Ioannis Kountourakis v Lefteris Neos | 6-1,4-6,6-4 |
| UTR Pro Athens | 2023/12/12 09:17 | Ioannis Kountourakis v David Schwarc | 6-2,6-2 |
| UTR Pro Athens | 2023/12/11 10:10 | Ioannis Xilas v Ioannis Kountourakis | 6-4,6-0 |
| ITF M15 Sharm El Sheikh | 2023/12/13 10:20 | Kiyan Santino Kasemi v Alexandr Binda | 3-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/12/03 13:00 | Leonardo Borrelli v Kiyan Santino Kasemi | 6-3,0-6,10-4 |
| ITF M25 Varnamo | 2023/05/08 09:45 | Adam Heinonen v Kiyan Santino Kasemi | 6-1,6-1 |
| ITF M15 Meerbusch | 2023/04/23 10:30 | Kiyan Santino Kasemi v Noel Larwig | 6-7,1-6 |
| ITF M15 Antalya | 2023/04/16 07:00 | Eric David Verdes v Kiyan Santino Kasemi | 6-2,6-3 |
| ITF M15 Antalya | 2023/04/09 06:30 | Kiyan Santino Kasemi v Marlon Vankan | 0-6,1-6 |
| ITF M15 Kish Island | 2023/03/13 12:30 | Kiyan Santino Kasemi v Amir Hossein Badi | 0-6,2-6 |
| ITF M15 Kish Island | 2023/03/08 08:00 | Kiyan Santino Kasemi v Ishaque Eqbal | 1-6,1-6 |