Round: 28 Ground: Hardcourt indoor
| Challenger Ho Chi Minh City | 2016/10/14 09:30 | Sergiy Stakhovsky v Jordan Thompson | 4-6,7-6,2-6 |
| Challenger Ho Chi Minh City | 2016/10/13 12:45 | Sergiy Stakhovsky v Sanam Singh | 6-1,7-5 |
| Challenger Ho Chi Minh City | 2016/10/11 10:45 | Sergiy Stakhovsky v Yannick Hanfmann | 6-3,6-4 |
| Challenger Orleans | 2016/09/26 16:15 | Steve Darcis v Sergiy Stakhovsky | 7-6,6-1 |
| Davis Cup | 2016/09/16 02:20 | Taro Daniel v Sergiy Stakhovsky | 7-6,7-6,6-1 |
| Challenger St Remy | 2016/09/07 10:35 | Sergiy Stakhovsky v Maxime Janvier | 1-6,6-4,6-7 |
| US Open 2016 | 2016/08/31 22:05 | Sergiy Stakhovsky v Marin Cilic | 1-6,2-6,3-6 |
| US Open | 2016/08/29 15:00 | Sergiy Stakhovsky v Gastao Elias | 6-1,3-6,2-6,6-3,7-6 |
| ATP Shenzhen | 2016/09/26 11:25 | Luca Vanni v Andrew Whittington | 6-2,6-7,2-6 |
| ATP Shenzhen Qual | 2016/09/25 06:00 | Jozef Kovalik v Luca Vanni | 6-4,5-7,2-6 |
| ATP Shenzhen Qual | 2016/09/24 06:00 | Mikolaj Borkowski v Luca Vanni | 1-6,1-6 |
| Challenger Kaohsiung | 2016/09/21 06:00 | Luca Vanni v Yen-Hsun Lu | 3-6,2-6 |
| Challenger Kaohsiung | 2016/09/19 11:30 | Ti Chen v Luca Vanni | 2-6,4-6 |
| Challenger Nanchang | 2016/09/14 03:45 | Luca Vanni v Blaz Kavcic | 5-7,2-6 |
| Challenger Shanghai | 2016/09/06 02:00 | Luca Vanni v Xin Gao | 6-4,3-6,4-6 |
| US Open Qual | 2016/08/23 15:00 | Alejandro Gonzalez v Luca Vanni | 6-4,6-3 |