Stadium: Centre Court Round: 25 Ground: Clay
| Challenger Todi | 2023/08/14 11:45 | Mathys Erhard v Felix Gill | 6-1,3-6,0-6 |
| Challenger Todi | 2023/08/13 14:40 | Felix Gill v Juan Bautista Otegui | 1-6,6-3,6-3 |
| Challenger Meerbusch | 2023/08/09 09:25 | Daniel Rincon v Felix Gill | 6-4,6-2 |
| Challenger Meerbusch | 2023/08/08 09:00 | Felix Gill v Miguel Damas | 6-3,1-6,6-3 |
| Challenger Meerbusch | 2023/08/07 11:55 | Felix Gill v Pedro Vives Marcos | 7-6,7-6 |
| ITF M25 Denia | 2023/07/27 08:00 | Felix Gill v Iker Urribarrens | 3-6,6-2,3-6 |
| ITF M25 Denia | 2023/07/25 14:00 | Felix Gill v Garrett Johns | 6-4,7-6 |
| ITF M25 Gandia | 2023/07/18 15:00 | Felix Gill v Carlos Lopez Montagud | 7-6,6-7,0-6 |
| Challenger Cordenons | 2023/08/08 08:00 | Francesco Forti v Francesco Maestrelli | 2-6,4-6 |
| Challenger San Marino | 2023/07/31 09:00 | Francesco Forti v Marcello Serafini | 5-7,6-3,0-6 |
| Challenger Verona | 2023/07/24 08:00 | Chun Hsin Tseng v Francesco Forti | 6-3,6-4 |
| Challenger Verona | 2023/07/23 09:20 | Gabriele Pennaforti v Francesco Forti | 7-6,4-6,6-7 |
| Challenger San Benedetto | 2023/07/13 17:45 | Francesco Forti v Kimmer Coppejans | 5-7,6-3,2-6 |
| Challenger San Benedetto | 2023/07/11 12:00 | Andrea Pellegrino v Francesco Forti | 6-7,2-6 |
| Challenger San Benedetto | 2023/07/10 09:00 | Francesco Forti v Marcello Serafini | 6-1,2-6,3-6 |
| Challenger San Benedetto | 2023/07/09 10:55 | Francesco Forti v Federico Iannaccone | 6-4,6-4 |