Stadium: Court 1 Round: 26 Ground: Clay
| ITF M25 - Rom | 2023/05/30 13:35 | Oliver Crawford v Giammarco Gandolfi | 6-0,6-3 |
| Challenger - Skopje | 2023/05/25 09:30 | Francisco Comesana v Oliver Crawford | 6-4,6-1 |
| Challenger - Skopje | 2023/05/24 09:00 | Max Houkes v Oliver Crawford | 4-6,2-6 |
| Challenger - Skopje | 2023/05/23 08:30 | Oliver Crawford v Matheus P De Almeida | 6-3,7-6 |
| ITF M25 - Kursumlijska Banja | 2023/05/19 10:05 | Marko Topo v Oliver Crawford | 6-3,6-1 |
| ITF M25 - Kursumlijska Banja | 2023/05/18 14:00 | Mwendwa Mbithi v Oliver Crawford | 0-6,2-6 |
| ITF M25 - Kursumlijska Banja | 2023/05/17 11:15 | Johan A Rodriguez Rodriguez v Oliver Crawford | 3-6,4-6 |
| ITF M25 - Värnamo | 2023/05/14 08:15 | Dragos Nicolae Madaras v Oliver Crawford | 7-6,6-1 |
| ITF M25 - Rom | 2023/05/30 14:15 | Hayato Matsuoka v Marcello Serafini | 1-6,2-6 |
| ITF M15 - Warmbad-Villach | 2023/05/22 13:00 | Marcello Serafini v Tim Handel | 4-6,6-1,3-6 |
| ITF M25 - Reggio Emilia | 2023/05/18 11:30 | Marcello Serafini v Valentin Vacherot | 2-6,6-3,6-7 |
| ITF M25 - Reggio Emilia | 2023/05/17 07:30 | Tim Handel v Marcello Serafini | 6-7,6-2,4-6 |
| Challenger - Francavilla | 2023/05/07 14:55 | Moez Echargui v Marcello Serafini | 6-1,3-6,6-4 |
| ITF M25 - Santa Margherita | 2023/04/26 08:00 | Marcello Serafini v Mathys Erhard | 1-6,2-6 |
| ITF M25 - Santa Margherita | 2023/04/25 12:30 | Marcello Serafini v Bruno P Navarro | 6-7,6-4,6-3 |
| ITF M25 - Sharm El Sheikh | 2023/04/19 08:30 | Mohamed Safwat v Marcello Serafini | 6-4,6-2 |