Stadium: Bellevue Tennis Club Round: 1 Ground: Hardcourt indoor
| ITF M15 Antalya | 2021/11/15 07:55 | Toby Martin v Petar Jovanovic | 6-4,7-5 |
| ITF M15 Antalya | 2021/11/14 06:30 | Petar Jovanovic v Omar Fields | 6-0,7-5 |
| ITF M15 Antalya | 2021/11/07 06:30 | Toby Martin v Petar Jovanovic | 6-4,3-6,10-7 |
| ITF M15 Antalya | 2021/10/31 07:00 | Pavel Verbin v Petar Jovanovic | 4-6,6-3,10-7 |
| ITF M15 Ulcinj | 2021/09/22 07:55 | Petar Jovanovic v Timo Legout | 0-6,6-2,2-6 |
| ITF M15 Ulcinj | 2021/09/20 11:30 | Alessandro Pecci v Petar Jovanovic | 2-6,0-6 |
| ITF M15 Ulcinj | 2021/09/20 08:00 | Petar Jovanovic v William Ma | 6-0,6-2 |
| ITF M15 Ulcinj | 2021/09/19 08:00 | Petar Jovanovic v Niklas Waldner | 6-3,6-4 |
| ITF M15 Antalya | 2021/11/03 12:55 | Kalin Ivanovski v Pavel Verbin | 3-6,3-6 |
| ITF M15 Antalya | 2021/10/25 10:35 | Kalin Ivanovski v Giuseppe La Vela | 4-6,1-6 |
| ITF M15 Antalya | 2021/10/24 07:00 | Leyton Rivera v Kalin Ivanovski | 3-6,6-7 |
| ITF M15 Antalya | 2021/10/20 11:30 | Kalin Ivanovski v Billy Harris | 1-6,2-6 |
| ITF M25 Skopje | 2021/09/28 11:30 | Kalin Ivanovski v Clement Tabur | 5-7,3-6 |
| Davis Cup | 2021/06/24 08:00 | Kalin Ivanovski v Stefano Galvani | 6-3,6-3 |
| Davis Cup | 2021/06/23 08:00 | Kalin Ivanovski v Damien Gelabert | 6-2,6-2 |
| Davis Cup | 2021/06/22 08:00 | Kalin Ivanovski v Granit Bajraliu | 6-0,6-0 |