Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Monastir | 2021/05/03 12:00 | Miguel Fernando Pereira v Harry Wendelken | 6-7,5-7 |
| ITF M15 Monastir | 2021/05/02 10:30 | Taketo Takamisawa v Harry Wendelken | 1-6,4-6 |
| ITF M15 Monastir | 2021/04/26 12:30 | Remy Bertola v Harry Wendelken | 6-4,3-6,10-5 |
| ITF M15 Monastir | 2021/04/26 08:00 | Osgar O'Hoisin v Harry Wendelken | 6-4,4-6,7-10 |
| ITF M15 Monastir | 2021/04/25 09:00 | Kirill Mishkin v Harry Wendelken | 0-6,0-6 |
| ITF M15 Monastir | 2021/04/20 08:00 | Harry Wendelken v Mirko Martinez | 1-6,2-6 |
| ITF M15 Monastir | 2021/04/19 13:00 | Andrea Guerrieri v Harry Wendelken | 6-3,1-6,4-10 |
| ITF M15 Monastir | 2021/04/18 14:00 | Harry Wendelken v Osgar O'Hoisin | 7-6,6-2 |
| UTR Pro Tennis Series Barcelona | 2021/05/02 10:00 | Ilya Snitari v Fermin Calvo Barcelo | 7-6,6-4 |
| UTR Pro Tennis Series Barcelona | 2021/05/01 11:00 | Warren Sinius v Fermin Calvo Barcelo | 0-6,0-5 |
| UTR Pro Tennis Series Barcelona | 2021/04/29 09:30 | Fermin Calvo Barcelo v Pol Toledo Bague | 2-6,0-6 |
| UTR Pro Tennis Series Barcelona | 2021/04/28 13:20 | Fermin Calvo Barcelo v Noah Lopez | 5-7,2-6 |
| UTR Pro Tennis Series Barcelona | 2021/04/26 09:30 | Fermin Calvo Barcelo v Ronald Slobodchikov | 4-6,3-6 |