Stadium: Court 2 Round: 26 Ground: Clay
| Pirot, Singles M-ITF-SRB-05A | 2021/09/23 11:00 | Tomas, Aleksandar v Jotovski, Tomislav | 3-6,1-6 |
| ITF M15 Zlatibor | 2021/09/14 11:10 | Jotovski, Tomislav v Veljko Krstic | 4-6,1-6 |
| ITF M15 Ulcinj | 2021/09/06 13:00 | Gabriele Piraino v Jotovski, Tomislav | 6-3,6-0 |
| ITF M15 Ulcinj | 2021/09/05 07:30 | Postay, Alan v Jotovski, Tomislav | 3-6,4-6 |
| ITF M15 Ulcinj | 2021/09/01 10:40 | Jotovski, Tomislav v Cungu, Rrezart | 0-6,6-4,1-6 |
| ITF M15 Ulcinj | 2021/08/30 13:00 | Jotovski, Tomislav v Derdoy, Felipe | 6-1,6-2 |
| ITF M15 Ulcinj | 2021/08/30 07:30 | Jotovski, Tomislav v Petar Jovanovic | 6-4,6-3 |
| ITF M15 Novi Sad | 2021/07/26 12:00 | Alex Knaff v Jotovski, Tomislav | 5-7,6-2,11-9 |
| UTR Pro Tennis Series Ricany | 2021/09/18 09:00 | Andrey Chepelev v Matyas Cerny | 1-2 |
| UTR Pro Tennis Series Ricany | 2021/09/17 10:30 | Andrey Chepelev v Andrew Paulson | 3-6,2-5 |
| UTR Pro Tennis Series Ricany | 2021/09/15 09:00 | Andrey Chepelev v Suc, Dominik | 6-3,2-2 |
| UTR Pro Tennis Series Ricany | 2021/09/14 10:30 | Andrey Chepelev v Marek Jaloviec | 4-6,7-5,4-5 |
| UTR Pro Tennis Series Ricany | 2021/09/13 10:30 | Jiri Jenicek v Andrey Chepelev | 4-6,4-6 |
| UTR Pro Tennis Series Ricany | 2021/09/12 09:00 | Andrey Chepelev v Marek Jaloviec | 6-4,3-6,5-2 |
| UTR Pro Tennis Series Ricany | 2021/09/11 09:00 | Andrey Chepelev v Janos Fekete | 6-3,6-0 |
| UTR Pro Tennis Series Ricany | 2021/09/10 07:30 | Michalis Sakellaridis v Andrey Chepelev | 0-6,2-6 |