Stadium: Court 4 Round: 28 Ground: Hardcourt indoor
| ITF M25 Tbilisi | 2022/08/08 07:30 | Ilia Simakin v Daniil Ostapenkov | 6-1,7-6 |
| ITF M15 Sharm El Sheikh | 2023/10/18 11:25 | Alexandr Binda v Ilia Simakin | 7-6,1-6,6-2 |
| ITF M15 Sharm El Sheikh | 2023/10/14 07:00 | Ilia Simakin v Philip Henning | 4-6,6-2,4-6 |
| ITF M15 Sharm El Sheikh | 2023/10/12 08:30 | Fares Zakaria v Ilia Simakin | 6-7,5-7 |
| ITF M15 Sharm El Sheikh | 2023/10/11 09:45 | Hanyi Liu v Ilia Simakin | 1-6,2-6 |
| ITF M25 Monastir | 2023/09/10 08:25 | Ilia Simakin v Ryan Seggerman | 5-7,4-6 |
| ITF M25 Monastir | 2023/09/09 08:30 | Abedallah Shelbayh v Ilia Simakin | 6-2,6-7,4-6 |
| ITF M25 Monastir | 2023/09/08 10:05 | Ilia Simakin v Thomas Braithwaite | 6-4,6-3 |
| ITF M25 Monastir | 2023/09/07 12:30 | Ilia Simakin v Maxim Zhukov | 6-4,4-6,6-1 |
| ITF M25 Sharm El Sheikh | 2023/09/20 07:00 | Daniil Ostapenkov v Andrea Guerrieri | 6-7,0-6 |
| ITF M25 Monastir | 2023/09/16 08:30 | Robin Bertrand v Daniil Ostapenkov | 6-2,6-0 |
| ITF M25 Monastir | 2023/09/15 08:30 | Daniel Khazime v Daniil Ostapenkov | 4-6,4-6 |
| ITF M25 Monastir | 2023/09/14 08:30 | Stefano Reitano v Daniil Ostapenkov | 2-6,5-7 |
| ITF M25 Monastir | 2023/09/13 08:30 | Daniil Ostapenkov v Ilya Snitari | 7-5,6-3 |
| ITF M25 Monastir | 2023/09/08 08:30 | Daniil Ostapenkov v Kris Van Wyk | 3-6,2-6 |
| ITF M25 Monastir | 2023/09/07 10:30 | Daniil Ostapenkov v Timur Maulenov | 6-1,6-1 |
| ITF M15 Novi Sad | 2023/07/31 15:40 | Daniil Ostapenkov v Samuel Puskar | 3-6,4-6 |