Stadium: Court 3 Round: 62 Ground: Clay
| UTR Pro Tennis Series Sofia | 2021/09/03 10:00 | Ivailo Keremedchiev v Volodymyr Uzhylovskyi | 3-6,6-6 |
| UTR Pro Tennis Series Sofia | 2021/09/02 11:30 | Ivailo Keremedchiev v Samuil Konov | 3-6,7-6,5-2 |
| UTR Pro Tennis Series Sofia | 2021/09/01 08:00 | Alec Adamson v Ivailo Keremedchiev | 4-6,1-5 |
| UTR Pro Tennis Series Sofia | 2021/08/31 08:00 | Dian Nedev v Ivailo Keremedchiev | 6-4,5-2 |
| UTR Pro Tennis Series Sofia | 2021/08/30 13:30 | Ivailo Keremedchiev v Alexandar Lazarov | 1-6,6-6 |
| ITF M15 Novi Sad | 2021/08/03 10:20 | Gorazd Srbljak v Ivailo Keremedchiev | 6-1,7-5 |
| ITF M15 Novi Sad | 2021/08/02 11:00 | Ivailo Keremedchiev v Taiyo Yamanaka | 6-2,6-7,10-6 |
| ITF M15 Novi Sad | 2021/08/01 09:45 | Lazar Vojinovic v Ivailo Keremedchiev | 4-6,6-3,6-10 |
| ITF M15 Ulcinj | 2022/05/22 08:00 | Aleksandar Mihailovic v Nikola Puric | 5-7,6-7 |
| ITF M25 Ulcinj | 2022/05/16 12:20 | Aleksandar Mihailovic v Berk Bugarikj | 2-6,3-6 |
| ITF M25 Ulcinj | 2022/05/15 08:00 | Luca Giordano v Aleksandar Mihailovic | 6-7,6-7 |
| ITF M15 Ulcinj | 2022/05/08 08:00 | Danilo Raicevic v Aleksandar Mihailovic | 6-2,6-4 |
| ITF M25 Ulcinj | 2022/05/03 10:15 | Stefan Popovic v Aleksandar Mihailovic | 6-4,6-2 |
| ITF M25 Ulcinj | 2022/05/01 08:00 | Xian Yao Zhou v Aleksandar Mihailovic | 6-7,5-7 |
| ITF M25 Monastir | 2022/03/20 09:00 | Maik Steiner v Aleksandar Mihailovic | 6-3,6-2 |
| ITF M25 Monastir | 2022/03/14 08:00 | Alex Knaff v Aleksandar Mihailovic | 6-1,6-3 |