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