Stadium: Court 1 (Center) Round: 28 Ground: Clay
| Challenger Oeiras Qual | 2023/01/08 16:15 | Ergi Kirkin v Vitaliy Sachko | 5-7,3-6 |
| Challenger Oeiras | 2023/01/01 12:35 | August Holmgren v Ergi Kirkin | 6-4,6-4 |
| Challenger Kobe | 2022/11/13 03:10 | Ergi Kirkin v Yuki Mochizuki | 6-3,5-7,4-6 |
| Challenger Matsuyama | 2022/11/08 04:55 | Damir Dzumhur v Ergi Kirkin | 3-6,6-3,6-2 |
| Challenger Matsuyama | 2022/11/07 01:00 | Ergi Kirkin v Naoki Nakagawa | 4-6,6-2,6-1 |
| Challenger Matsuyama | 2022/11/06 01:00 | Ergi Kirkin v Renta Tokuda | 4-6,6-3,7-5 |
| Challenger Yokohama | 2022/11/02 01:30 | Christopher O'Connell v Ergi Kirkin | 6-3,6-4 |
| Challenger Yokohama | 2022/10/31 04:40 | Shinji Hazawa v Ergi Kirkin | 4-6,2-6 |
| ITF M15 Trnava | 2022/12/07 16:20 | Pavel Nejedly v Kalin Ivanovski | 5-7,6-4,6-3 |
| ITF M15 Madrid | 2022/12/04 10:30 | Kalin Ivanovski v Mark Whitehouse | 6-4,6-2 |
| ITF M15 Madrid | 2022/12/03 13:00 | Kalin Ivanovski v Sidane Pontjodikromo | 6-4,1-6,7-5 |
| ITF M15 Madrid | 2022/12/02 09:25 | Alan F R Fierros v Kalin Ivanovski | 4-6,1-6 |
| ITF M15 Madrid | 2022/12/01 10:40 | Federico Bondioli v Kalin Ivanovski | 3-6,4-6 |
| ITF M15 Madrid | 2022/11/29 10:30 | Marat Sharipov v Kalin Ivanovski | 4-6,5-7 |
| ITF M15 Madrid | 2022/11/25 11:00 | David Jorda Sanchis v Kalin Ivanovski | 7-5,6-2 |
| ITF M15 Madrid | 2022/11/24 08:00 | Javier Molino v Kalin Ivanovski | 4-6,2-6 |