Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Idanha-A-Nova | 2021/07/18 10:30 | Graca, Joao v Simon, Sahar | 4-6,6-3,7-10 |
| ITF - M15 Héraklion | 2021/06/08 06:30 | Giles Hussey v Simon, Sahar | 6-3,6-1 |
| ITF - M15 Héraklion | 2021/06/07 09:00 | Simon, Sahar v Wattanakul, Pol | 7-5,6-1 |
| ITF - M15 Héraklion | 2021/06/06 11:00 | Schommer, Fred Olivier v Simon, Sahar | 1-6,1-6 |
| ITF - M15 Héraklion | 2021/06/01 06:30 | Federico Arnaboldi v Simon, Sahar | 7-6,6-2 |
| ITF - M15 Héraklion | 2021/05/30 06:30 | Kos, Dorian v Simon, Sahar | 0-6,0-6 |
| ITF M15 Jerusalem | 2021/05/13 10:00 | Edan Leshem v Simon, Sahar | 6-4,6-2 |
| ITF M15 Jerusalem | 2021/05/12 10:05 | Gaponenko, Alexander v Simon, Sahar | 2-6,3-6 |
| ITF M25 Idanha-A-Nova | 2021/07/12 13:25 | Miguel Damas v Ben Jones | 7-5,6-3 |
| ITF - M15 Héraklion | 2021/06/09 06:30 | Roman Andres Burruchaga v Ben Jones | 7-5,6-4 |
| ITF - M15 Héraklion | 2021/06/08 06:30 | Papounidis, Ioannis v Ben Jones | 0-6,4-6 |
| ITF - M15 Héraklion | 2021/06/07 06:30 | Kravchenko, Pavel v Ben Jones | 0-6,0-6 |
| ITF - M15 Héraklion | 2021/06/06 07:30 | Manekas, Athanassios v Ben Jones | 5-7,2-6 |
| ITF - M15 Héraklion | 2021/06/01 06:30 | Ugo Blanchet v Ben Jones | 7-6,6-4 |
| ITF - M15 Héraklion | 2021/05/31 06:30 | Mayeul Darras v Ben Jones | 3-6,1-6 |
| ITF - M15 Héraklion | 2021/05/30 09:00 | Vasiliauskas, Matas v Ben Jones | 3-6,2-6 |