Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Sharm El Sheikh | 2019/10/24 10:50 | Billy Harris v Kiyamov, Timur | 6-3,3-6,7-6 |
| ITF - M15 Sharm El Sheikh | 2019/10/23 11:40 | Kiyamov, Timur v Lukas H Lilleengen | 6-4,6-4 |
| ITF - M15 Sharm El Sheikh | 2019/10/17 08:00 | Illya Beloborodko v Kiyamov, Timur | 6-3,6-4 |
| ITF - M15 Sharm El Sheikh | 2019/10/09 08:00 | Kiyamov, Timur v Borroni, Andrea | 3-6,6-3,3-6 |
| Pajulahti, Singles M-ITF-FIN-02A | 2019/09/18 07:30 | Crepatte, Baptiste v Kiyamov, Timur | 6-4,7-5 |
| Sajur, Singles M-ITF-ISR-06A | 2019/09/05 09:40 | Jack Draper v Kiyamov, Timur | 7-6,6-1 |
| Sajur, Singles M-ITF-ISR-06A | 2019/09/04 09:00 | Kiyamov, Timur v Ibrahim, James | 6-4,6-2 |
| Ust-Kamenogorsk, Singles M-ITF-KAZ-06A | 2019/08/28 04:00 | Grigoriy Lomakin v Kiyamov, Timur | 6-1,6-3 |
| ITF M15 Chornomorsk | 2019/09/22 07:30 | Sikorski, Philipp v Bielinskyi, Oleksandr | 3-6,1-6 |
| Irpin, Singles Qualifying M-ITF-UKR-05A | 2019/08/25 09:30 | Sikorski, Philipp v Zukauskas, Simonas | 7-5,1-6,2-10 |
| Irpin, Singles Qualifying M-ITF-UKR-04A | 2019/08/12 07:00 | Gorodynskyi, Vladyslav v Sikorski, Philipp | 7-5,6-4 |
| ITF M15 Marburg | 2019/07/08 09:00 | Daljev, Pavle v Sikorski, Philipp | 6-1,6-2 |
| ITF Kuwait F3 | 2018/11/10 09:15 | Sikorski, Philipp v Karlo Cubelic | 2-6,1-6 |
| ITF Turkey F32 | 2018/10/13 07:00 | Sikorski, Philipp v Codescu, Razvan Marius | 1-6,1-6 |
| ITF Turkey F31 | 2018/10/10 09:00 | Juan Pablo Paz v Sikorski, Philipp | 6-0,6-1 |
| ITF Ukraine F4 | 2018/08/26 10:00 | Sikorski, Philipp v Alekseenko, Gleb | 2-6,4-6 |