Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Novomoskovsk | 2021/05/25 07:00 | Simon A Ivanov v Timur Maulenov | 6-4,5-7,7-10 |
| ITF M15 Novomoskovsk | 2021/05/24 12:00 | Simon A Ivanov v Denis Constantin Spiridon | 7-6,6-1 |
| ITF M15 Novomoskovsk | 2021/05/23 08:00 | Simon A Ivanov v Leyton Rivera | 6-4,6-2 |
| ITF M15 Cairo | 2021/05/08 11:05 | Simon A Ivanov v Oliver Crawford | 7-5,6-4 |
| ITF M15 Cairo | 2021/05/07 08:00 | Simon Carr v Simon A Ivanov | 3-6,6-1,1-6 |
| ITF M15 Cairo | 2021/05/06 09:40 | Simon A Ivanov v Aidan Mchugh | 6-2,6-2 |
| ITF M15 Cairo | 2021/05/05 15:40 | Lorenzo Bocchi v Simon A Ivanov | 6-4,4-6,2-6 |
| ITF M15 Cairo | 2021/05/04 08:00 | Simon A Ivanov v Eduardo Ribeiro | 4-6,6-3,10-7 |
| ITF M15 Tbilisi | 2021/05/18 05:30 | Julian Cash v Lorenzo Vatteroni | 6-2,6-3 |
| ITF M15 Jerusalem | 2021/05/09 08:30 | Reese Stalder 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 | Igor Smilansky 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 Emmanuel Luria | 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 |