Stadium: Center Court Round: 28 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2022/12/07 13:35 | Simakin, Ilia v van Wyk, Kris | 5-7,5-7 |
| ITF M15 Monastir | 2023/09/01 11:40 | Simakin, Ilia v Ilya Snitari | 6-4,7-6 |
| ITF M15 Monastir | 2023/08/31 12:55 | Simakin, Ilia v 지마, 레오폴드 | 6-1,6-4 |
| ITF M15 Monastir | 2023/08/29 10:35 | Simakin, Ilia v Matteo Covato | 6-2,6-3 |
| ITF M15 Monastir | 2023/08/22 11:35 | Fantini, Luca v Simakin, Ilia | 5-7,6-4,6-2 |
| ITF M25 Astana | 2023/08/03 05:40 | 펠리워, 필리프 v Simakin, Ilia | 7-5,6-4 |
| ITF M25 Astana | 2023/08/02 08:30 | Arslanbek Aitkulov v Simakin, Ilia | 3-6,4-6 |
| Challenger Astana | 2023/07/24 05:40 | Simakin, Ilia v 게라시모브, 에고르 | 6-7,6-4,5-7 |
| Challenger Astana | 2023/07/23 10:15 | Simakin, Ilia v 반티아, 시드한트 | 2-6,6-2,6-3 |
| ITF M15 Monastir | 2023/09/01 08:30 | 테사, 루이스 v van Wyk, Kris | 3-6,3-6 |
| ITF M15 Monastir | 2023/08/31 13:00 | 아우브리오트, 알렉산드레 v van Wyk, Kris | 2-6,3-6 |
| ITF M15 Monastir | 2023/08/29 09:45 | Mohammad Alkotop v van Wyk, Kris | 1-6,2-6 |
| ITF M15 Monastir | 2023/08/23 08:30 | van Wyk, Kris v Seggerman, Ryan | 6-1,3-6,4-6 |
| ITF M15 Monastir | 2023/08/19 08:30 | van Wyk, Kris v 존스, 가레트 | 5-7,2-6 |
| ITF M15 Monastir | 2023/08/18 10:30 | van Wyk, Kris v 베아우그, 맥센스 | 6-4,5-7,7-6 |
| ITF M15 Monastir | 2023/08/17 13:00 | van Wyk, Kris v Karol Malirz | 6-2,6-0 |
| ITF M15 Monastir | 2023/08/15 10:10 | van Wyk, Kris v Jakub Kroslak | 6-2,6-0 |