Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2023/08/22 11:35 | Luca Fantini v Ilia Simakin | 5-7,6-4,6-2 |
| ITF M25 Astana | 2023/08/03 05:40 | Filip Peliwo v Ilia Simakin | 7-5,6-4 |
| ITF M25 Astana | 2023/08/02 08:30 | Arslanbek Aitkulov v Ilia Simakin | 3-6,4-6 |
| Challenger Astana | 2023/07/24 05:40 | Ilia Simakin v Egor Gerasimov | 6-7,6-4,5-7 |
| Challenger Astana | 2023/07/23 10:15 | Ilia Simakin v Siddhant Banthia | 2-6,6-2,6-3 |
| ITF M15 Antalya | 2023/05/10 10:55 | Max Alcala Gurri v Ilia Simakin | 6-0,6-4 |
| ITF M15 Antalya | 2023/05/09 07:30 | Ilia Simakin v Mert Naci Turker | 2-6,6-4,10-7 |
| ITF M15 Antalya | 2023/05/08 12:10 | Ilia Simakin v Samuel M Arjona | 6-1,6-0 |
| ITF M15 Monastir | 2023/08/22 09:50 | Younes Lalami Laaroussi v Matteo Covato | 6-2,6-4 |
| ITF M15 Monastir | 2023/08/13 12:00 | Matteo Covato v Alvaro Dagoberto Garcia Ramirez | 2-6,6-2,10-2 |
| ITF M25 Porto | 2023/07/23 09:00 | Tiago Boschmans v Matteo Covato | 6-2,7-5 |