Stadium: Court 4 Round: 54 Ground: Clay
| ITF M25 Nottingham Qual | 2023/04/30 11:35 | Drew Van Orderlain v James Davis | 3-6,2-6 |
| ITF M25 Nottingham Qual | 2023/04/24 09:00 | Drew Van Orderlain v Michael Shaw | 2-6,1-6 |
| ITF M25 Nottingham | 2023/04/16 08:55 | Drew Van Orderlain v Ioannis Xilas | 3-6,3-6 |
| ITF M25 Montreal | 2023/03/13 19:35 | Jonathan Sorbo v Drew Van Orderlain | 6-4,6-2 |
| ITF M25 Montreal | 2023/03/08 19:30 | Drew Van Orderlain v Sandro Kopp | 1-6,3-6 |
| ITF M25 Montreal | 2023/03/07 17:10 | Drew Van Orderlain v Ren Nakamura | 7-6,7-5 |
| ITF M25 Montreal | 2023/03/06 19:50 | Herbert Jody Maginley v Drew Van Orderlain | 6-7,1-6 |
| ITF M25 Santo Domingo Qual | 2023/02/19 20:25 | Tommaso Carnevale-Miino v Drew Van Orderlain | 6-1,6-2 |