Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Constanta | 2023/05/29 10:00 | Gonzalo Ariel Karakachian v Felipe De Dios | 4-6,0-6 |
| ITF M15 Addis Ababa Qual | 2023/05/22 08:45 | Sina Moghimi v Gonzalo Ariel Karakachian | 6-7,7-5,10-8 |
| ITF M15 Addis Ababa Qual | 2023/05/21 07:35 | Gonzalo Ariel Karakachian v Karim Ibrahim | 7-5,5-7,10-5 |
| ITF M15 Addis Ababa | 2023/05/18 08:25 | Gonzalo Ariel Karakachian v Alec Beckley | 3-6,4-6 |
| ITF M15 Addis Ababa | 2023/05/17 13:10 | Samir Hamza Reguig v Gonzalo Ariel Karakachian | 6-3,2-6,2-6 |
| ITF M15 Addis Ababa | 2023/05/15 07:00 | Pierre Antoine Tailleu v Gonzalo Ariel Karakachian | 5-7,6-4,8-10 |
| ITF M15 Addis Ababa | 2023/05/14 07:00 | Cristian Luciano Pastore v Gonzalo Ariel Karakachian | 2-6,5-7 |
| ITF M25 Rio Cuarto | 2023/03/06 12:00 | Lorenzo Bocchi v Gonzalo Ariel Karakachian | 7-6,6-4 |
| ITF M15 Huntsville | 2023/05/22 14:00 | Vincent Rettke v Drew Van Orderlain | 6-4,6-1 |
| ITF M25 Varnamo | 2023/05/09 08:15 | Andrea Gola v Drew Van Orderlain | 7-6,6-1 |
| ITF M25 Varnamo | 2023/05/08 08:15 | Samuel Rovai v Drew Van Orderlain | 2-6,1-6 |
| 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 |