Stadium: Court 3 Round: 62 Ground: Clay
| ITF M25 Pazardzhik | 2023/09/25 07:00 | Vojtech Vlkovsky v Maxwell Benson | 3-6,0-6 |
| ITF M25 Pardubice | 2023/09/18 10:30 | Tom Schonenberg v Maxwell Benson | 6-1,6-2 |
| ITF M25 Pardubice | 2023/09/17 12:00 | Josef Vagner v Maxwell Benson | 4-6,2-6 |
| ITF M15 Satu Mare | 2023/09/12 07:00 | Juan Cruz Martin Manzano v Maxwell Benson | 7-6,6-3 |
| ITF M15 Satu Mare | 2023/09/11 07:00 | Botond Kisantal v Maxwell Benson | 4-6,0-6 |
| ITF M15 Satu Mare | 2023/09/10 07:00 | Maxwell Benson v Ioan A Teglas | 6-3,6-3 |
| ITF M25 Jablonec Nad Nisou | 2023/08/27 08:00 | Vitek Horak v Maxwell Benson | 6-3,7-5 |
| ITF M15 Huy | 2023/08/20 09:55 | Maxwell Benson v Jim Hendrikx | 6-2,6-7,6-10 |
| ITF M15 Vejle | 2023/07/25 09:40 | Felipe Mikkelsen v Tibo Colson | 1-6,2-6 |
| ITF M25 Varnamo | 2023/05/08 09:45 | Rafael Ymer v Felipe Mikkelsen | 4-6,7-6,10-5 |
| ITF M25 Split | 2023/04/17 16:10 | Serafin Zund v Felipe Mikkelsen | 7-5,6-0 |
| ITF M25 Dubrovnik | 2023/04/04 07:00 | Dusan Obradovic v Felipe Mikkelsen | 6-1,6-1 |
| ITF M25 Dubrovnik | 2023/04/03 07:00 | Grygorii Kysilov v Felipe Mikkelsen | 6-7,3-6 |
| UTR Pro Copenhagen | 2023/02/16 08:30 | Felipe Mikkelsen v Alexander Chepik | 5-7,2-6 |
| UTR Pro Copenhagen | 2023/02/15 12:30 | Felipe Mikkelsen v Robert Beznea | 0-6,2-6 |
| UTR Pro Copenhagen | 2023/02/14 08:30 | Felipe Mikkelsen v Anthony Turchi | 2-6,3-6 |