Estádio: Court 4 Round: 25 Ground: Clay
| ITF - M25 Bacau | 2021/08/17 07:00 | Simon A Ivanov v Gheorghe Claudiu Schinteie | 6-3,6-1 |
| ITF - M25 Bacau | 2021/08/16 10:30 | Simon A Ivanov v Laurentiu Mandocescu | 6-3,6-2 |
| ITF - M15 Telavi | 2021/08/05 06:30 | Simon A Ivanov v Dostanbek Tashbulatov | 6-4,4-6,2-6 |
| ITF - M15 Telavi | 2021/08/04 06:30 | Simon A Ivanov v Zura Tkemaladze | 7-5,6-1 |
| ITF - M15 Sófia | 2021/07/07 10:45 | Simon A Ivanov v Marko Miladinovic | 7-5,6-1 |
| ITF - M15 Novomoskovsk | 2021/05/31 06:15 | Simon A Ivanov v Bruno P Navarro | 4-6,4-6 |
| ITF - M15 Novomoskovsk | 2021/05/31 06:15 | Simon A Ivanov v Svyatoslav Ilnytskyy | 6-1,6-3 |
| ITF - M15 Novomoskovsk | 2021/05/30 06:15 | Simon A Ivanov v Lorenzo Vatteroni | 6-1,6-2 |
| Challenger - Tampere | 2021/07/20 15:00 | Arthur Cazaux v Otto Virtanen | 6-3,6-7,2-6 |
| Challenger - Tampere | 2021/07/19 11:00 | Sergio Galdos v Arthur Cazaux | 4-6,2-6 |
| Challenger - Tampere | 2021/07/18 12:55 | Iiro Vasa v Arthur Cazaux | 2-6,6-7 |
| Challenger - Todi | 2021/07/15 14:20 | Arthur Cazaux v Giulio Zeppieri | 3-6,3-6 |
| Challenger - Todi | 2021/07/13 13:05 | Renzo Olivo v Arthur Cazaux | 6-7,4-6 |
| Challenger - Todi | 2021/07/12 13:00 | Arthur Cazaux v Cristian Cristian Rodríguez | 7-6,6-4 |
| Challenger - Todi | 2021/07/11 09:40 | Arthur Cazaux v Lorenzo Claverie | 6-3,6-7,7-6 |
| Challenger - Perúgia | 2021/07/05 12:00 | Timofey Skatov v Arthur Cazaux | 3-6,7-5,6-3 |