Stadium: Court 1 (Center) Round: 26 Ground: Clay
| Challenger Oeiras | 2023/04/16 12:30 | Billy Harris v Kalin Ivanovski | 6-2,4-6,6-4 |
| Challenger Split | 2023/04/11 12:20 | Duje Ajdukovic v Kalin Ivanovski | 6-7,6-1,6-1 |
| ITF M25 Dubrovnik | 2023/04/06 08:00 | Aldin Setkic v Kalin Ivanovski | 7-6,6-2 |
| ITF M25 Dubrovnik | 2023/04/05 07:00 | Matteo Donati v Kalin Ivanovski | 6-1,3-6,0-6 |
| ITF M25 Toulouse | 2023/03/23 10:00 | Kalin Ivanovski v Harry Wendelken | 1-6,6-7 |
| ITF M25 Toulouse | 2023/03/21 13:00 | Kalin Ivanovski v Paul Inchauspe | 6-2,6-4 |
| ITF M15 Poitiers | 2023/03/18 13:30 | Kalin Ivanovski v Sascha Gueymard Wayenburg | 2-6,6-7 |
| ITF M15 Poitiers | 2023/03/17 15:15 | Tristan Lamasine v Kalin Ivanovski | 5-7,1-6 |
| ITF M15 Monastir | 2022/12/14 10:50 | Alen Bill v Stefano Battaglino | 2-6,4-6 |
| ITF M15 Monastir | 2022/12/12 13:00 | Alen Bill v Alessandro Pecci | 7-6,6-3 |
| ITF M15 Monastir | 2022/12/12 08:30 | Matas Vasiliauskas v Alen Bill | 2-6,0-6 |
| ITF M15 Monastir | 2022/12/11 08:30 | Alen Bill v Cian Maguire | 6-4,6-4 |
| ITF M15 Monastir | 2022/12/05 08:00 | Alen Bill v Sean Van Rensburg | 1-6,6-2,8-10 |
| ITF M15 Monastir | 2022/12/04 10:00 | Alen Bill v Skander Mezouar | 6-3,6-1 |
| ITF M15 Antalya | 2022/10/31 10:35 | Dan Alexandru Tomescu v Alen Bill | 6-1,6-2 |
| ITF M15 Antalya | 2022/10/30 07:00 | Alen Bill v Eldin Nokic | 6-3,6-3 |