Stadium: Court 6 Round: 54 Ground: Hardcourt outdoor
| 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 |
| ITF M25 Santo Domingo | 2023/02/13 13:30 | Leanid Boika v Drew Van Orderlain | 6-2,0-6,11-9 |
| ITF M25 Santo Domingo | 2023/02/12 13:00 | Drew Van Orderlain v Yohandri P Garcia | 6-0,6-0 |
| ITF M15 Palm Coast | 2023/02/06 16:30 | Isaiah Strode v Drew Van Orderlain | 6-3,6-1 |
| ITF M15 Heraklion | 2023/03/22 15:20 | Lucas Catarina v Ioannis Xilas | 6-3,7-5 |
| ITF M15 Heraklion | 2023/03/21 07:00 | Ioannis Xilas v Jonathan Baron | 6-0,6-0 |
| ITF M15 Heraklion | 2023/03/20 08:00 | Ofer Hacohen v Ioannis Xilas | 5-7,2-6 |
| ITF M15 Heraklion | 2023/03/16 07:55 | Ioannis Xilas v Orel Kimhi | 3-6,6-3,1-6 |
| ITF M15 Heraklion | 2023/03/15 12:20 | Ioannis Xilas v Gabriele Maria Noce | 7-5,6-1 |
| ITF M15 Monastir | 2023/02/27 13:30 | Ioannis Xilas v Hikaru Shiraishi | 1-6,4-6 |
| ITF M15 Monastir | 2023/02/27 09:15 | Omar Knani v Ioannis Xilas | 1-6,3-6 |
| ITF M15 Monastir | 2023/02/26 08:00 | Nikolas Moceanu v Ioannis Xilas | 2-6,3-6 |