Stadion: Court 2 Round: 14 Ground: Hardcourt outdoor
| Challenger - Little Rock | 2023/05/30 15:00 | Maks Kasnikowski v Joao Lucas Reis da Silva | 2-6,3-6 |
| Challenger - Little Rock | 2023/05/29 15:00 | Maks Kasnikowski v Omni Kumar | 6-4,7-5 |
| 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 - Kuršumlijska Banja | 2023/05/05 09:25 | Maks Kasnikowski v Elliot Benchetrit | 6-4,6-7,5-7 |
| ITF - M15 - Kuršumlijska Banja | 2023/05/04 11:40 | Maks Kasnikowski v Petr Nesterov | 7-6,6-1 |
| Challenger - Little Rock | 2023/05/28 17:00 | Christian Langmo v Gustavo Heide | 6-2,4-6,6-3 |
| Challenger - Coquimbo | 2023/05/03 14:00 | Gustavo Heide v Facundo Juarez | 5-7,3-6 |
| Challenger - Coquimbo | 2023/05/01 15:50 | Juan Bautista Torres v Gustavo Heide | 1-6,5-7 |
| Challenger - Buenos Aires | 2023/04/27 19:20 | Roman Andres Burruchaga v Gustavo Heide | 6-1,6-2 |
| Challenger - Buenos Aires | 2023/04/25 17:50 | Gustavo Heide v Mariano Kestelboim | 6-4,6-3 |
| Challenger - Buenos Aires | 2023/04/24 15:05 | Gustavo Heide v Facundo Juarez | 6-3,6-1 |
| Challenger - Buenos Aires | 2023/04/23 18:25 | Gustavo Heide v Ignacio Carou | 6-1,6-2 |
| Challenger - Florianopolis | 2023/04/19 15:55 | Tomas Barrios Vera v Gustavo Heide | 6-4,6-4 |