Stadion: TSITSIPAS COURT Round: 25 Ground: Hardcourt outdoor
| ITF - M15 - Heraklion | 2021/11/21 11:00 | Pavlos Tsitsipas v Maxim Khorozov | 4-6,2-6 |
| ITF - M15 - Heraklion | 2021/11/14 09:30 | Uisung Park v Pavlos Tsitsipas | 6-1,6-1 |
| ITF - M15 - Heraklion | 2021/11/25 07:30 | Nicholas David Ionel v Harry Wendelken | 6-4,6-7,6-3 |
| ITF - M15 - Heraklion | 2021/11/24 07:00 | Harry Wendelken v Tristan Schoolkate | 6-3,6-3 |
| ITF - M15 - Heraklion | 2021/11/23 07:00 | Harry Wendelken v Radu F Macovei | 6-0,6-0 |
| ITF - M25 - Quinta Do Lago | 2021/10/22 11:55 | Harry Wendelken v Arthur Cazaux | 6-7,4-6 |
| ITF - M25 - Quinta Do Lago | 2021/10/21 11:20 | Skander Mansouri v Harry Wendelken | 3-6,2-6 |
| ITF - M25 - Quinta Do Lago | 2021/10/20 14:30 | Harry Wendelken v Fred Gil | 6-4,7-6 |
| ITF - M25 - Quinta Do Lago | 2021/10/19 10:30 | Harry Wendelken v Tim Heger | 6-1,4-6,10-8 |
| ITF - M25 - Quinta Do Lago | 2021/10/17 12:00 | Harry Wendelken v Valentino De Pellegrin | 6-0,7-6 |