Round: 25 Ground: Hardcourt outdoor
| Challenger Tashkent Qual | 2016/10/09 06:00 | Dodig, Ivan v Khassanov, Roman | 6-1,6-2 |
| Challenger Tashkent Qual | 2016/10/08 08:10 | Kutybaev, Sanetulla v Khassanov, Roman | 4-6,5-7 |
| ITF Kazakhstan F7 | 2016/10/05 04:00 | Nedelko, Ivan v Khassanov, Roman | 7-5,6-4 |
| ITF Women Chisinau | 2016/10/03 04:00 | Tybar, Maxim v Khassanov, Roman | 6-7,0-6 |
| Kazakhstan F6, Singles | 2016/09/29 04:00 | Khassanov, Roman v Ivanov, Vladimir | 3-6,4-6 |
| Hua Hin, Singles W-WITF-THA-07A | 2016/09/28 06:30 | Khassanov, Roman v Maiga, Riccardo | 6-4,6-4 |
| ITF India F5 | 2016/09/20 04:00 | Shofayziyev, Shonigmatjon v Khassanov, Roman | 6-4,6-1 |
| ITF Belarus F1 | 2016/08/11 13:00 | Zhyrmont, Dzmitry v Khassanov, Roman | 6-0,6-1 |
| ITF Egypt F29 Qual | 2016/10/17 10:20 | Vigani, Joy v Johnson, Luke | 2-6,4-6 |
| ITF Egypt F29 Qual | 2016/10/16 09:00 | Bassel, Hassan v Johnson, Luke | 4-6,6-4,1-6 |
| ITF Egypt F28 | 2016/10/12 15:20 | Johnson, Luke v Matuszewski, Piotr | 6-3,3-6,4-6 |
| ITF Egypt F28 Qual | 2016/10/10 15:30 | Vigani, Joy v Johnson, Luke | 5-7,6-3,4-6 |
| ITF Egypt F28 Qual | 2016/10/09 17:30 | Kato, Daiki v Johnson, Luke | 3-6,0-6 |
| ITF Ireland F1 Qual | 2014/07/21 10:00 | Johnson, Luke v Cooper, Joe | 6-3,6-1 |