Stadium: Court 2 Round: 44 Ground: Clay
| ITF - Novomoskovsk M15 | 2021/05/30 06:15 | Simon A Ivanov v Lorenzo Vatteroni | 6-1,6-2 |
| ITF - Novomoskovsk M15 | 2021/05/25 07:00 | Simon A Ivanov v Timur Maulenov | 6-4,5-7,7-10 |
| ITF - Novomoskovsk M15 | 2021/05/24 12:00 | Simon A Ivanov v Denis Constantin Spiridon | 7-6,6-1 |
| ITF - Novomoskovsk M15 | 2021/05/23 08:00 | Simon A Ivanov v Leyton Rivera | 6-4,6-2 |
| ITF - Cairo M15 | 2021/05/08 11:05 | Simon A Ivanov v Oliver Crawford | 7-5,6-4 |
| ITF - Cairo M15 | 2021/05/07 08:00 | Simon Carr v Simon A Ivanov | 3-6,6-1,1-6 |
| ITF - Cairo M15 | 2021/05/06 09:40 | Simon A Ivanov v Aidan Mchugh | 6-2,6-2 |
| ITF - Cairo M15 | 2021/05/05 15:40 | Lorenzo Bocchi v Simon A Ivanov | 6-4,4-6,2-6 |
| ITF - Novomoskovsk M15 | 2021/05/30 06:15 | Geronimo Marcolini v Bruno P Navarro | 0-6,0-6 |
| ITF - Novomoskovsk M15 | 2021/05/25 06:15 | Bruno P Navarro v Aliaksandr Liaonenka | 6-0,5-7,7-10 |
| ITF - Novomoskovsk M15 | 2021/05/24 12:00 | Bruno P Navarro v Inaki Cabrera Bello | 6-2,6-2 |
| ITF - Novomoskovsk M15 | 2021/05/23 06:00 | Illya Beloborodko v Bruno P Navarro | 2-6,6-2,7-10 |
| ITF - Vic M25 | 2021/05/16 11:00 | Pol Toledo Bague v Bruno P Navarro | 6-4,6-4 |
| ITF - Valldoreix M15 | 2021/05/10 09:00 | Pedro Araujo v Bruno P Navarro | 6-4,6-3 |
| UTR Pro Tennis Series Barcelona | 2021/05/02 10:00 | Hugo Voljacques v Bruno P Navarro | 6-2,7-5 |
| UTR Pro Tennis Series Barcelona | 2021/05/02 07:00 | Bruno P Navarro v Kuzey Cekirge | 6-4,6-4 |