Stadium: Hard 20 Round: 25 Ground: Hardcourt outdoor
| ITF - M15 Heraklion | 2021/05/25 06:30 | Runhao Hua v Harry Wendelken | 6-2,6-1 |
| ITF - M15 Heraklion | 2021/05/23 06:30 | Ioannis Papounidis v Harry Wendelken | 6-4,3-6,3-10 |
| ITF - M15 Monastir | 2021/05/04 08:00 | Zachary Svajda v Harry Wendelken | 7-5,6-1 |
| 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 Heraklion | 2021/05/19 08:00 | Pablo Vivero Gonzalez v Reese Stalder | 1-6,4-6 |
| ITF - M15 Majadahonda | 2021/05/04 09:45 | Daniel Rincon v Pablo Vivero Gonzalez | 6-4,7-5 |
| ITF - M25 La Nucia | 2021/03/17 12:40 | Arthur Fils v Pablo Vivero Gonzalez | 6-2,6-1 |
| ITF - M15 La Nucia | 2021/03/10 13:35 | Pablo Vivero Gonzalez v Max Alcala Gurri | 4-6,3-6 |
| ITF - M25 Villena | 2021/02/04 10:20 | Pablo Vivero Gonzalez v Antoine Escoffier | 4-6,7-5,3-6 |
| ITF - M25 Villena | 2021/02/03 12:25 | Pablo Vivero Gonzalez v Lluc Mir Anglada | 6-2,6-0 |
| ITF - M15 Madrid | 2020/12/04 10:00 | Alvaro Lopez San Martin v Pablo Vivero Gonzalez | 3-6,6-2,6-4 |
| ITF - M15 Madrid | 2020/12/03 10:30 | Sergi Perez Contri v Pablo Vivero Gonzalez | 6-4,5-7,3-6 |