Stadium: Court 9 Round: 14 Ground: Hardcourt indoor
| Challenger Yokkaichi | 2023/11/27 04:45 | Giovanni Fonio v Kalin Ivanovski | 4-6,7-6,7-6 |
| Challenger Yokohama | 2023/11/23 01:30 | Kalin Ivanovski v Luca Nardi | 2-6,4-6 |
| Challenger Yokohama | 2023/11/22 02:30 | Kalin Ivanovski v Zizou Bergs | 6-1,5-7,6-2 |
| Challenger Yokohama | 2023/11/19 07:00 | Kalin Ivanovski v Shinji Hazawa | 3-6,6-4,7-5 |
| Challenger Kobe | 2023/11/13 01:30 | Kalin Ivanovski v James Trotter | 5-7,7-6,6-4 |
| Challenger Kobe | 2023/11/12 01:00 | Kalin Ivanovski v Ryuki Matsuda | 6-7,6-2,6-2 |
| Challenger Bergamo | 2023/10/30 09:00 | Mikhail Kukushkin v Kalin Ivanovski | 3-6,7-6,6-4 |
| Challenger Bergamo | 2023/10/29 09:00 | Alessio Balestrieri v Kalin Ivanovski | 2-6,1-6 |
| Challenger Bratislava | 2024/06/11 08:00 | Pedro Cachin v Jiri Vesely | 6-3,6-7,7-5 |
| Challenger Prostejov | 2024/06/04 08:00 | Lukas Neumayer v Jiri Vesely | 6-4,6-2 |
| Challenger Skopje | 2024/05/21 11:50 | Andrew Paulson v Jiri Vesely | 6-4,7-6 |
| Challenger Prague | 2024/05/12 11:00 | Jiri Vesely v Gauthier Onclin | 6-2,3-6,7-6 |
| Challenger Prague | 2024/05/11 10:30 | Toby Alex Kodat v Jiri Vesely | 2-6,5-7 |
| Challenger Prague | 2024/05/10 12:35 | Jiri Vesely v Giovanni Fonio | 2-6,6-1,6-4 |
| Challenger Prague | 2024/05/06 14:00 | Alejandro Moro Canas v Jiri Vesely | 4-6,7-6,6-7 |
| Challenger Ostrava | 2024/04/23 15:15 | Jiri Vesely v Enzo Couacaud | 2-6,3-6 |