Stadium: Court 1 Round: 44 Ground: Clay
| 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 Cairo | 2021/05/04 08:00 | Ivanov, Simon Anthony v Eduardo Ribeiro | 4-6,6-3,10-7 |
| ITF - M15 Tbilisi | 2021/05/18 05:30 | Cash, Julian v Lorenzo Vatteroni | 6-2,6-3 |
| ITF M15 Jerusalem | 2021/05/09 08:30 | Stalder, Reese v Lorenzo Vatteroni | 6-2,6-2 |
| ITF M15 Ramat Hasharon | 2021/05/05 08:20 | Edan Leshem v Lorenzo Vatteroni | 6-1,6-2 |
| ITF M15 Ramat Hasharon | 2021/05/04 07:00 | Smilansky, Igor v Lorenzo Vatteroni | 2-6,6-3,6-10 |
| ITF M15 Ramat Hasharon | 2021/05/03 07:00 | Lorenzo Vatteroni v Patrick Foley | 4-6,7-5,10-5 |
| ITF M15 Ramat Hasharon | 2021/05/02 07:00 | Lorenzo Vatteroni v Luria, Emmanuel | 6-3,6-3 |
| ITF M15 Cairo | 2021/04/18 09:30 | Luigi Sorrentino v Lorenzo Vatteroni | 6-3,7-5 |
| ITF M15 Cairo | 2021/04/13 12:30 | Francesco Passaro v Lorenzo Vatteroni | 6-2,6-2 |