Stadium: Court 3 Round: 26 Ground: Clay
| ITF - M15 Esch/Alzette | 2021/07/20 12:55 | Guillaume Dermiens v Raphael Calzi | 1-6,6-4,6-4 |
| ITF - M15 Esch/Alzette | 2021/07/19 09:00 | Lucas Szewczyk v Guillaume Dermiens | 3-6,2-6 |
| ITF - M15 Esch/Alzette | 2021/07/18 14:25 | Floris Podzimek v Guillaume Dermiens | 3-6,1-6 |
| ITF - M25 Marburg | 2021/07/05 08:00 | Florian Broska v Guillaume Dermiens | 7-5,6-4 |
| ITF - M25 Alkmaar | 2021/06/21 14:25 | Guillaume Dermiens v Zachary Eisinga | 4-6,7-5,13-11 |
| ITF - M25 Alkmaar | 2021/06/20 10:30 | Takanyi Garanganga v Guillaume Dermiens | 3-6,1-6 |
| ITF - M15 - Antalya | 2021/06/08 07:00 | Franco Roncadelli v Guillaume Dermiens | 6-2,6-0 |
| ITF - M15 - Antalya | 2021/06/07 09:35 | Credit Chaiyarin v Guillaume Dermiens | 0-6,4-6 |
| ITF - M15 Esch/Alzette | 2021/07/19 16:30 | Patrick Kypson v Filip Peliwo | 5-7,6-3,6-2 |
| ITF - M15 Weston | 2021/07/01 22:05 | Patrick Kypson v Jesse Witten | 6-7,2-6 |
| ITF - M25 Wichita | 2021/06/13 17:00 | Govind Nanda v Patrick Kypson | 7-6,6-2 |
| ITF - M25 Wichita | 2021/06/12 15:00 | Patrick Kypson v Felix Corwin | 6-3,6-2 |
| ITF - M25 Wichita | 2021/06/11 15:00 | Zachary Svajda v Patrick Kypson | 7-6,1-6,6-7 |
| ITF - M25 Wichita | 2021/06/10 15:00 | Patrick Kypson v Alexander Sarkissian | 6-2,4-6,6-3 |
| ITF - M25 Wichita | 2021/06/09 19:20 | Patrick Kypson v Gabriel Diallo | 6-4,6-4 |
| Challenger - Little Rock | 2021/05/30 16:15 | Patrick Kypson v Dayne Kelly | 6-4,3-6,2-6 |