Round: 27 Ground: Hardcourt outdoor
| ITF Ukraine F6 | 2016/10/06 08:00 | Vilardo, Francesco v Zarichanskiy, D. | 6-4,6-4 |
| ITF Ukraine F6 | 2016/10/04 07:00 | Vilardo, Francesco v Gevel, Denys | 6-3,6-2 |
| ITF Ukraine F5 | 2016/09/27 10:55 | Mylokostov, Denys v Vilardo, Francesco | 6-4,6-0 |
| Challenger Izmir Qual | 2016/09/17 12:35 | Vilardo, Francesco v Griekspoor, Kevin | 4-6,6-7 |
| Challenger Istanbul Qual | 2016/09/10 09:00 | Vilardo, Francesco v Cengiz Aksu | 4-6,6-7 |
| ITF Israel F11 | 2016/09/08 07:00 | Song, Evan v Vilardo, Francesco | 7-6,6-1 |
| ITF Israel F11 | 2016/09/07 07:00 | Hasson, Jordan v Vilardo, Francesco | 3-6,3-6 |
| ITF Israel F11 | 2016/09/06 07:00 | Silverman, Cameron v Vilardo, Francesco | 4-6,1-6 |
| ITF Ukraine F6 | 2016/10/06 09:50 | Schutt, Leon v Kryvoy, Yuriy | 6-4,6-3 |
| ITF Ukraine F6 | 2016/10/04 10:30 | Schutt, Leon v Tadas Babelis | 6-0,6-3 |
| ITF Ukraine F5 | 2016/09/27 07:00 | Schutt, Leon v Mladenov, Vasko | 6-7,7-6,4-6 |
| ITF Ukraine F4 | 2016/09/24 07:00 | Corentin Moutet v Schutt, Leon | 6-1,6-3 |
| ITF Ukraine F4 | 2016/09/23 08:40 | Schutt, Leon v Onken, Julian | 6-4,6-2 |
| ITF Ukraine F4 | 2016/09/22 07:00 | Schutt, Leon v Zarichanskiy, D. | 6-0,6-2 |
| ITF Ukraine F4 | 2016/09/19 12:10 | Schutt, Leon v Johannson-Holm, Jakob | 7-6,3-6,6-2 |
| Challenger Alphen Qual | 2016/09/05 11:50 | Maxime Chazal v Schutt, Leon | 6-2,2-6,6-2 |