Stadium: Centre Court (2) Round: 26 Ground: Clay
| 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 Mungia | 2023/06/22 15:25 | Oliver Crawford v Henrique Rocha | 1-6,7-6,2-6 |
| ITF - M25 Padova | 2023/07/12 15:10 | Luka Mikrut v Alessandro Pecci | 4-6,6-4,3-6 |
| ITF - M25 Padova | 2023/07/10 09:00 | Davide Galoppini v Alessandro Pecci | 5-7,3-6 |
| ITF - M25 Padova | 2023/07/09 11:00 | Nicolo Pozzani v Alessandro Pecci | 2-6,1-6 |
| ITF - M25 Biella | 2023/07/05 10:55 | Clement Tabur v Alessandro Pecci | 6-4,5-7,6-4 |
| ITF - M25 Biella | 2023/07/04 12:20 | Alessandro Pecci v Giacomo Crisostomo | 6-1,7-6 |
| ITF - M25 Cattolica | 2023/06/20 19:00 | Kirill Kivattsev v Alessandro Pecci | 6-2,6-3 |
| ITF - M15 Chieti | 2023/06/17 08:00 | Alessandro Pecci v Alessandro Cortegiani | 6-7,7-5,6-3 |
| ITF - M15 Chieti | 2023/06/13 13:10 | Pietro Pampanin v Alessandro Pecci | 3-6,2-6 |