Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Castelo Branco | 2021/07/25 08:30 | Sahar Simon v Victor Bini | 6-3,6-4 |
| ITF - M25 Idanha-A-Nova | 2021/07/19 08:55 | Sahar Simon v Ben Jones | 4-6,4-6 |
| ITF - M25 Idanha-A-Nova | 2021/07/18 10:30 | Joao Graca v Sahar Simon | 4-6,6-3,7-10 |
| ITF - M15 Heraklion | 2021/06/08 06:30 | Giles Hussey v Sahar Simon | 6-3,6-1 |
| ITF - M15 Heraklion | 2021/06/07 09:00 | Sahar Simon v Pol Wattanakul | 7-5,6-1 |
| ITF - M15 Heraklion | 2021/06/06 11:00 | Fred Olivier Schommer v Sahar Simon | 1-6,1-6 |
| ITF - M15 Heraklion | 2021/06/01 06:30 | Federico Arnaboldi v Sahar Simon | 7-6,6-2 |
| ITF - M15 Heraklion | 2021/05/30 06:30 | Dorian Kos v Sahar Simon | 0-6,0-6 |
| ITF - M15 Castelo Branco | 2021/07/25 08:00 | Osgar O'Hoisin v Ivan Zaytsev | 7-5,6-0 |
| ITF - M25 Idanha-A-Nova | 2021/07/18 10:30 | Raphael Lambling v Osgar O'Hoisin | 1-6,6-3,10-7 |
| ITF - M25 Idanha-A-Nova | 2021/07/13 08:00 | Yasha Zemel v Osgar O'Hoisin | 6-4,4-6,12-10 |
| ITF - M25 Idanha-A-Nova | 2021/07/12 12:00 | Guilherme Valdoleiros v Osgar O'Hoisin | 4-6,1-6 |
| ITF - M25 Idanha-A-Nova | 2021/07/11 10:30 | Osgar O'Hoisin v Martin Breysach | 6-4,6-4 |
| ITF - M25 Bakio | 2021/06/30 08:30 | Osgar O'Hoisin v Kaichi Uchida | 3-6,5-7 |
| ITF - M25 Bakio | 2021/06/29 08:00 | Marco Brugnerotto v Osgar O'Hoisin | 2-6,6-4,8-10 |
| ITF - M25 Bakio | 2021/06/27 15:40 | Antonio Prat v Osgar O'Hoisin | 2-6,2-6 |