Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/12 14:30 | Bolotov, Sergey v Pereira, Miguel Fernando | 6-7,4-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/05 15:00 | Bolotov, Sergey v Capecchi, Daniele | 3-6,5-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/05 07:30 | Bolotov, Sergey v Portmann, Kevin | 6-1,6-0 |
| Almaty, Singles Qualifying M-ITF-KAZ-05A | 2019/07/10 04:00 | Ayap, Sagadat v Bolotov, Sergey | 6-1,6-2 |
| Almaty, Singles Qualifying M-ITF-KAZ-05A | 2019/07/08 04:00 | Bolotov, Sergey v Nashatyrkin, Roman | 6-2,6-2 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/22 06:00 | Bolotov, Sergey v R Prabodh, Suraj | 5-7,5-7 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/21 08:50 | Hale, Darryl v Bolotov, Sergey | 4-6,4-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/20 11:30 | Hallgren, Pontus v Bolotov, Sergey | 3-6,6-4,6-10 |
| ITF Belarus F1 Qual | 2018/08/04 09:50 | Alexander Zgirovsky v Bekimov, Kaysar | 6-2,7-5 |
| ITF Kazakhstan F7 Qual | 2016/10/02 06:50 | Levine, Andrei v Bekimov, Kaysar | 6-0,6-2 |
| ITF Kazakhstan F6 Qual | 2016/09/24 06:30 | Bekimov, Kaysar v Danilov, Evgeny | 3-6,1-6 |
| ITF Kazakhstan F5 Qual | 2016/09/18 10:05 | Abzalov, Sharobiddin v Bekimov, Kaysar | 7-5,6-3 |
| ITF Kazakhstan F5 Qual | 2016/09/18 04:00 | Bekimov, Kaysar v Isakov, Abror | 6-3,6-4 |
| Challenger Astana 2 | 2016/07/23 04:00 | Bekimov, Kaysar v Shyla, Yaraslau | 1-6,3-6 |
| ITF Kazakhstan F4 | 2016/04/26 07:20 | Bekimov, Kaysar v Dubarenco, Maxim | 1-6,2-6 |
| ITF Kazakhstan F3 Qual | 2016/04/16 07:00 | Bekimov, Kaysar v Seol, Jae-Min | 1-6,1-6 |