Stadium: Court 14 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Kursumlijska Banja | 2023/09/21 12:30 | Ioannis Kountourakis v Stefan Popovic | 2-6,4-6 |
| ITF - M15 Kursumlijska Banja | 2023/09/20 11:25 | Milan Drinic v Ioannis Kountourakis | 4-6,6-3,4-6 |
| ITF - M15 Kursumlijska Banja | 2023/09/19 08:45 | Marko Nikolic v Ioannis Kountourakis | 4-6,4-6 |
| ITF - M15 Kursumlijska Banja | 2023/09/18 11:00 | Aleksandar Mihailovic v Ioannis Kountourakis | 1-6,6-7 |
| ITF - M15 Kursumlijska Banja | 2023/09/13 11:35 | Vlad Andrei Dancu v Ioannis Kountourakis | 6-3,6-4 |
| ITF - M15 Kursumlijska Banja | 2023/09/12 07:00 | Antonio Massara v Ioannis Kountourakis | 6-7,4-6 |
| ITF - M15 Kursumlijska Banja | 2023/09/11 09:30 | Ioannis Kountourakis v Iamachkine, Pedro | 6-4,6-1 |
| ITF - M15 Kursumlijska Banja | 2023/09/10 07:00 | Ioannis Kountourakis v Jordi Garcia Mestre | 6-1,6-0 |
| ITF - M15 Héraklion | 2023/10/15 08:30 | Piotr Siekanowicz v Glauco Pinheiro Da Cruz Junior | 6-4,6-1 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2023/09/06 14:15 | Dominik Kellovsky v Piotr Siekanowicz | 6-4,7-5 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2023/09/05 07:30 | Piotr Kusiewicz v Piotr Siekanowicz | 5-7,7-6,8-10 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2023/09/04 07:30 | Piotr Siekanowicz v Michalis Sakellaridis | 7-6,4-6,10-8 |
| ITF M15 Szczawno | 2023/08/27 07:00 | Karol Filar v Piotr Siekanowicz | 6-4,6-4 |
| ITF M25 Bielsko Biala | 2023/08/14 12:00 | Matyas Cerny v Piotr Siekanowicz | 6-7,6-1,10-6 |
| ITF M25 Bielsko Biala | 2023/08/14 07:30 | Piotr Siekanowicz v Vaise, Tomas | 6-4,4-6,10-4 |
| ITF M25 Lodz | 2023/08/08 11:05 | Piotr Grynkowski v Piotr Siekanowicz | 6-4,6-1 |