Stadium: Court 3 Round: 44 Ground: Clay
| ITF M25 Skopje | 2022/06/06 11:25 | Tomislav Jotovski v Ivan Kremenchutskyi | 4-6,6-4,10-4 |
| ITF M15 Doboj | 2022/05/09 08:00 | Tomislav Jotovski v Mihai Razvan Marinescu | 6-1,6-7,9-11 |
| ITF M25 Ulcinj | 2022/05/04 09:05 | Hamad Medjedovic v Tomislav Jotovski | 6-3,7-6 |
| ITF M15 Antalya | 2022/03/29 06:55 | Tomislav Jotovski v Stefanos Sakellaridis | 3-6,3-6 |
| ITF M15 Antalya | 2022/03/28 12:35 | Tomislav Jotovski v Obrad Markovski | 6-1,7-5 |
| ITF M15 Antalya | 2022/03/27 07:00 | Tomislav Jotovski v Alan Postay | 7-5,6-2 |
| ITF M25 Antalya | 2022/02/21 10:20 | Emilien Voisin v Tomislav Jotovski | 6-4,6-2 |
| ITF M25 Antalya | 2022/02/20 07:00 | Tomislav Jotovski v Petros Tsitsipas | 7-5,1-6,10-5 |
| UTR Pro Tennis Series Copenhagen | 2022/04/30 10:30 | Martin Dimitrov v Plamen Milushev | 4-6,7-5,5-2 |
| UTR Pro Tennis Series Copenhagen | 2022/04/28 07:30 | Martin Dimitrov v John Walentowicz | 4-6,6-3,5-1 |
| UTR Pro Tennis Series Copenhagen | 2022/04/27 06:00 | Martin Dimitrov v Henrik Heise Korsgaard | 2-6,7-6,3-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/26 09:00 | Martin Dimitrov v Maciej Rajski | 0-6,4-6 |
| UTR Pro Tennis Series Copenhagen | 2022/04/25 07:30 | Martin Dimitrov v Marius Ruzgas | 4-6,7-6,5-4 |
| UTR Pro Tennis Series Dobrich | 2022/02/27 07:23 | Petr Nesterov v Martin Dimitrov | 6-3,4-6,7-5 |
| UTR Pro Tennis Series Dobrich | 2022/02/26 09:29 | Martin Dimitrov v Gabriel Donev | 6-4,1-4 |
| UTR Pro Tennis Series Dobrich | 2022/02/25 09:00 | Ivan Penev v Martin Dimitrov | 7-5,6-1 |