Stadium: Court 13 Round: 19 Ground: Hardcourt outdoor
| Challenger Little Rock | 2023/05/28 15:00 | Maks Kasnikowski v Rubin Statham | 6-3,6-7,6-4 |
| Challenger Skopje | 2023/05/23 10:00 | Dragos Nicolae Madaras v Maks Kasnikowski | 7-6,6-1 |
| Challenger Skopje | 2023/05/22 10:30 | Maks Kasnikowski v Duje Ajdukovic | 5-7,7-5,7-6 |
| Challenger Skopje | 2023/05/21 12:15 | Maks Kasnikowski v Blaz Rola | 1-6,7-5,7-5 |
| ITF M15 Kursumlijska Banja | 2023/05/05 09:25 | Maks Kasnikowski v Elliot Benchetrit | 6-4,6-7,5-7 |
| ITF M15 Kursumlijska Banja | 2023/05/04 11:40 | Maks Kasnikowski v Petr Nesterov | 7-6,6-1 |
| ITF M15 Kursumlijska Banja | 2023/05/03 14:10 | Maks Kasnikowski v Kristijan Juhas | 7-5,6-4 |
| ITF M15 Kursumlijska Banja | 2023/04/30 08:00 | Maks Kasnikowski v Duje Ajdukovic | 6-4,7-6 |
| Challenger Little Rock | 2023/05/28 15:00 | Mateus Alves v Omni Kumar | 4-6,4-6 |
| ITF M15 Monastir | 2023/05/19 09:00 | Yassine Dlimi v Omni Kumar | 6-4,6-2 |
| ITF M15 Monastir | 2023/05/18 08:30 | Matthew Asciak v Omni Kumar | 3-6,6-7 |
| ITF M15 Monastir | 2023/05/17 13:15 | Nicolas Tepmahc v Omni Kumar | 5-7,3-6 |
| ITF M15 Monastir | 2023/05/12 08:30 | Omni Kumar v Tiago Pereira | 4-6,5-7 |
| ITF M15 Monastir | 2023/05/11 08:30 | Omni Kumar v Aleksei Mokrov | 6-0,6-3 |
| ITF M15 Monastir | 2023/05/10 08:30 | Omni Kumar v Jack Loutit | 6-1,6-3 |
| ITF M15 Monastir | 2023/05/07 09:00 | Skander Mansouri v Omni Kumar | 6-3,6-4 |