Stadium: Hard 20 Round: 19 Ground: Hardcourt outdoor
| ITF M25 Wesley Chapel | 2024/01/22 14:00 | Trey Hilderbrand v Drew Van Orderlain | 6-4,6-3 |
| ITF M25 Ithaca | 2024/01/17 17:00 | Henrik Wiersholm v Drew Van Orderlain | 6-3,6-2 |
| ITF M25 Ithaca | 2024/01/16 15:30 | Noah Eisenberg v Drew Van Orderlain | 1-6,0-6 |
| ITF M25 Ithaca | 2024/01/15 15:00 | Jack McCarthy v Drew Van Orderlain | 4-6,2-6 |
| Challenger Calgary | 2023/11/05 19:55 | Drew Van Orderlain v Ryan Seggerman | 4-6,4-6 |
| ITF M25 Edmonton | 2023/10/31 17:20 | Nicolas Kotzen v Drew Van Orderlain | 6-2,6-4 |
| ITF M25 Edmonton | 2023/10/30 18:55 | Drew Van Orderlain v Frederick McRae | 6-0,6-0 |
| ITF M25 Edmonton | 2023/10/29 18:10 | Drew Van Orderlain v Igor Danich | 4-6,6-3,10-3 |
| ITF M15 Monastir | 2024/01/22 16:00 | Michalis Sakellaridis v Zhao Zhao | 6-4,1-6,8-10 |
| ITF M15 Monastir | 2024/01/22 08:30 | Michalis Sakellaridis v Alexander Orlov | 6-1,5-7,10-4 |
| ITF M15 Monastir | 2024/01/21 08:00 | Maxence Rivet v Michalis Sakellaridis | 6-3,3-6,3-10 |
| ITF M15 Monastir | 2024/01/14 08:00 | Michalis Sakellaridis v Nyo Van Dyck | 2-6,6-1,5-10 |
| ITF M15 Monastir | 2024/01/08 08:00 | Fabien Salle v Michalis Sakellaridis | 6-3,6-4 |
| ITF M15 Monastir | 2024/01/07 09:30 | Michalis Sakellaridis v Mattia Ricci | 6-1,6-0 |
| ITF M15 Monastir | 2024/01/01 09:00 | Maxence Bertimon v Michalis Sakellaridis | 6-2,6-4 |
| ITF M15 Monastir | 2023/12/27 10:35 | Constantin Bittoun Kouzmine v Michalis Sakellaridis | 7-5,6-2 |