Stadium: Court 3 Round: 25 Ground: Clay
| ITF - Sofia M15 | 2021/07/04 09:00 | Stefan Micov v Tomislav Jotovski | 4-6,2-6 |
| ITF - Skopje M15 | 2021/06/09 12:30 | Simone Roncalli v Tomislav Jotovski | 6-0,6-3 |
| ITF - Skopje M15 | 2021/06/02 11:45 | Tomislav Jotovski v Martin Damm | 6-7,4-6 |
| ITF - Brcko M15 | 2021/05/21 11:30 | Remy Bertola v Tomislav Jotovski | 6-2,6-4 |
| ITF - Brcko M15 | 2021/05/21 08:35 | Tomislav Jotovski v Aleksa Markovic | 6-1,6-2 |
| ITF - Prijedor M15 | 2021/05/13 09:50 | Tomislav Jotovski v Aleksandar Tomas | 3-6,2-6 |
| ITF - Prijedor M15 | 2021/05/11 07:55 | Luka Miklavcic v Tomislav Jotovski | 4-6,6-3,6-10 |
| ITF - Prijedor M15 | 2021/05/10 10:30 | Lazar Vojinovic v Tomislav Jotovski | 5-7,0-6 |
| ITF - Poprad M15 | 2021/07/06 11:00 | Oleksandr Ovcharenko v Eric Vanshelboim | 2-6,2-6 |
| ITF - Wrocław M25 | 2021/06/28 11:00 | Davide Tortora v Oleksandr Ovcharenko | 6-4,6-4 |
| ITF - Wrocław M25 | 2021/06/27 11:00 | Mikolaj Borkowski v Oleksandr Ovcharenko | 4-6,0-6 |
| ITF - Novomoskovsk M15 | 2021/06/04 07:00 | Matias Zukas v Oleksandr Ovcharenko | 6-3,6-1 |
| ITF - Novomoskovsk M15 | 2021/06/03 15:30 | Oleksandr Ovcharenko v Timur Mukhtarulin | 6-1,6-4 |
| ITF - Novomoskovsk M15 | 2021/05/27 07:15 | Jose Fco. Vidal Azorin v Oleksandr Ovcharenko | 6-4,6-3 |
| ITF - Novomoskovsk M15 | 2021/05/26 08:20 | Oleksandr Ovcharenko v Marat Deviatiarov | 7-6,6-4 |
| ITF - Antalya M15 | 2021/04/27 07:00 | Colin Sinclair v Oleksandr Ovcharenko | 7-6,4-6,10-4 |