Stadium: Centre Court (2) Round: 27 Ground: Clay
| ITF M25 Padova | 2023/07/13 16:10 | Oliver Crawford v Alessandro Pecci | 6-3,6-7,6-4 |
| ITF M25 Padova | 2023/07/12 13:00 | Oliver Crawford v Giuseppe Tresca | 6-4,6-2 |
| ITF M25 Klosters | 2023/07/09 08:00 | Oliver Crawford v Damien Wenger | 6-1,6-3 |
| ITF M25 Klosters | 2023/07/08 11:10 | Oliver Crawford v Benjamin Lock | 3-6,6-4,6-0 |
| ITF M25 Klosters | 2023/07/07 08:00 | Oliver Crawford v Mili Poljicak | 1-6,6-3,6-3 |
| ITF M25 Klosters | 2023/07/06 10:05 | Oliver Crawford v Pierre Delage | 6-3,6-3 |
| ITF M25 Klosters | 2023/07/05 07:00 | Oliver Crawford v Henry V-D Schulenburg | 6-4,6-3 |
| Challenger Modena | 2023/06/27 13:45 | Oliver Crawford v Moez Echargui | 4-6,5-7 |
| ITF M25 Padova | 2023/07/13 11:00 | Luigi Sorrentino v Samuel Vincent Ruggeri | 2-6,1-6 |
| ITF M25 Padova | 2023/07/12 11:00 | Davide Galoppini v Samuel Vincent Ruggeri | 6-4,1-6,6-7 |
| ITF M25 Biella | 2023/07/04 08:00 | Lorenzo Carboni v Samuel Vincent Ruggeri | 7-5,7-6 |
| ITF M15 Bergamo | 2023/06/28 15:45 | Nicolas Parizzia v Samuel Vincent Ruggeri | 5-7,6-4,6-4 |
| ITF M25 Cattolica | 2023/06/24 15:30 | Samuel Vincent Ruggeri v Enrico Dalla Valle | 4-6,2-6 |
| ITF M25 Cattolica | 2023/06/22 17:05 | Samuel Vincent Ruggeri v Kirill Kivattsev | 6-2,6-1 |
| ITF M25 Cattolica | 2023/06/21 18:35 | Samuel Vincent Ruggeri v Daniel Bagnolini | 6-2,6-2 |
| ITF M25 Cattolica | 2023/06/19 21:15 | Samuel Vincent Ruggeri v Giuseppe Tresca | 6-4,6-3 |