Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Liberec | 2023/07/31 08:00 | 카바트세브, 키릴 v 델라베도바, 마튜 | 6-4,6-2 |
| Challenger Liberec | 2023/07/30 08:00 | Pawel Juszczak v 델라베도바, 마튜 | 5-7,2-6 |
| ITF M15 Metzingen | 2023/07/25 10:55 | Gavrielides, Liam v 델라베도바, 마튜 | 6-2,7-5 |
| Challenger Tampere | 2023/07/17 09:00 | 델라베도바, 마튜 v 포톨리, 로렌조 | 6-7,6-3,2-6 |
| Challenger Tampere | 2023/07/16 09:25 | 포프코, 드미트리 v 델라베도바, 마튜 | 7-6,2-6,5-7 |
| Braunchsweig, Germany | 2023/07/09 12:30 | 델라베도바, 마튜 v 홀름그렌, 오거스트 | 4-6,6-7 |
| Challenger Karlsruhe | 2023/07/03 09:00 | 델라베도바, 마튜 v 하비브, 하디 | 3-6,7-5,2-6 |
| Challenger Karlsruhe | 2023/07/02 11:25 | 데 스체퍼, 케니 v 델라베도바, 마튜 | 6-7,6-1,5-7 |
| ITF M25 Roehampton | 2023/08/07 12:00 | 존스, 아담 v Habib, Ali | 5-7,7-6,5-10 |
| ITF M25 Roehampton | 2023/08/06 13:00 | Ridout, Freddie v Habib, Ali | 3-6,2-6 |
| ITF M25 Roehampton | 2023/08/01 16:15 | Habib, Ali v Badenhorst, Devin | 4-6,6-7 |
| ITF M25 Roehampton | 2023/07/31 09:00 | Oliver Hague v Habib, Ali | 6-7,4-6 |
| ITF M25 Roehampton | 2023/07/30 09:00 | Ridout, Freddie v Habib, Ali | 1-6,2-6 |
| ITF M25 Roehampton | 2023/07/16 14:20 | Hignett, Liam v Habib, Ali | 3-6,6-3,10-2 |
| ITF M25 Nottingham | 2023/07/11 14:00 | Simkiss, Luke v Habib, Ali | 6-1,6-2 |
| ITF M25 Nottingham | 2023/07/10 12:00 | Davis, James v Habib, Ali | 4-6,2-6 |