Stadium: Court 4 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/09/09 08:00 | Takuto Niki v Masamichi Imamura | 2-6,3-6 |
| ITF M15 Monastir | 2021/09/08 08:00 | Masamichi Imamura v Taisei Ichikawa | 6-3,6-1 |
| ITF M15 Monastir | 2021/09/07 08:00 | Evgeny Philippov v Masamichi Imamura | 6-3,1-6,9-11 |
| ITF M15 Monastir | 2021/09/06 11:00 | Alex Knaff v Masamichi Imamura | 6-2,3-6,3-10 |
| ITF M15 Monastir | 2021/09/05 11:00 | Raphael Calzi v Masamichi Imamura | 5-7,0-6 |
| ITF M15 Monastir | 2021/08/29 08:00 | August Holmgren v Masamichi Imamura | 6-4,6-2 |
| ITF M15 Monastir | 2021/08/22 10:00 | Masamichi Imamura v Luis Diego Chavez Villalpando | 6-7,6-1,5-10 |
| ITF M15 Monastir | 2021/08/19 07:30 | Luciano Darderi v Masamichi Imamura | 6-3,6-0 |
| ITF M15 Monastir | 2021/09/09 09:40 | Christian Sigsgaard v Stuart Parker | 1-6,6-2,6-1 |
| ITF M15 Monastir | 2021/09/08 14:00 | Peter Bertran v Christian Sigsgaard | 3-6,3-6 |
| ITF M15 Monastir | 2021/09/07 08:00 | Christian Sigsgaard v James Ibrahim | 6-2,6-1 |
| ITF M15 Monastir | 2021/09/05 11:00 | Christian Sigsgaard v Amaury Raynel | 6-1,6-2 |
| ITF M25 Frankfurt am Main | 2021/08/12 10:50 | Christian Sigsgaard v Daniel Dutra Da Silva | 6-7,3-6 |
| ITF M25 Frankfurt am Main | 2021/08/10 13:55 | Tobias Simon v Christian Sigsgaard | 3-6,3-6 |
| ITF M15 Frederiksberg | 2021/08/06 09:00 | Jonathan Mridha v Christian Sigsgaard | 6-4,6-4 |
| ITF M15 Frederiksberg | 2021/08/05 10:25 | Christian Sigsgaard v Daniel De Jonge | 6-4,7-6 |