Stadium: Court 3 Round: 54 Ground: Hardcourt outdoor
| ITF M15 Almada | 2021/07/04 10:30 | Harry Wendelken v Andre Rodeia | 7-6,6-1 |
| ITF M15 Irákleio | 2021/06/07 09:00 | Harry Wendelken v Giles Hussey | 4-6,3-6 |
| ITF M15 Irákleio | 2021/05/27 06:30 | Luke Johnson v Harry Wendelken | 6-2,6-7,6-3 |
| ITF M15 Irákleio | 2021/05/26 10:10 | Harry Wendelken v Pablo Vivero Gonzalez | 6-4,6-1 |
| ITF M15 Irákleio | 2021/05/25 06:30 | Runhao Hua v Harry Wendelken | 6-2,6-1 |
| ITF M15 Irákleio | 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 Gaiba | 2021/06/09 12:50 | Benjamin Lock v Luigi Castelletti | 6-1,6-3 |
| ITF M15 Bukarest | 2021/05/23 15:00 | Simon Beaupain v Luigi Castelletti | 6-1,6-2 |
| ITF M15 Sibenik | 2021/05/16 07:30 | Adan Freire Da Silva v Luigi Castelletti | 4-6,6-4,10-3 |
| ITF M15 Valldoreix | 2021/05/09 12:00 | Nicolas Alvarez Varona v Luigi Castelletti | 6-2,7-6 |
| ITF M15 Sibenik | 2021/04/20 08:00 | Peter Goldsteiner v Luigi Castelletti | 7-5,1-6,12-10 |
| ITF M15 Sibenik | 2021/04/19 13:50 | Matthias Uwe Kask v Luigi Castelletti | 5-7,6-2,15-17 |
| ITF M15 Monastir | 2021/04/11 08:00 | Luigi Castelletti v Louis Allen | 4-6,6-2,3-10 |
| ITF M15 Monastir | 2021/04/04 09:00 | Luigi Castelletti v Michal Mikula | 3-6,6-7 |