Round: 25 Ground: Hardcourt outdoor
| US Open - Qualifikation | 2016/08/24 15:00 | Joao Souza v Andrew Whittington | 6-4,6-4 |
| Challenger - Granby | 2016/08/05 18:55 | Andrew Whittington v Frances Tiafoe | 0-6,6-7 |
| Challenger - Granby | 2016/08/04 18:15 | Andrew Whittington v Peter Polansky | 6-7,6-2,6-4 |
| Challenger - Granby | 2016/08/02 16:10 | Alejandro Gonzalez v Andrew Whittington | 6-7,2-6 |
| ITF - Hong Kong F3 | 2016/06/24 22:00 | Andrew Whittington v Jumpei Yamasaki | 6-3,6-2 |
| ITF - Hong Kong F3 | 2016/06/23 22:00 | Andrew Whittington v Sami Reinwein | 6-3,6-4 |
| ITF - Hong Kong F3 | 2016/06/22 22:00 | Andrew Whittington v Bowen Ouyang | 6-4,7-5 |
| ITF - Hong Kong F3 | 2016/06/21 22:00 | Andrew Whittington v Wishaya Trongcharoenchaikul | 6-3,7-6 |
| Challenger - Kaohsiung - Qualifikation | 2016/09/18 02:00 | Yuya Kibi v Yu Hsiou Hsu | 6-1,7-6 |
| Challenger - Nanchang | 2016/09/12 03:40 | Aslan Karatsev v Yuya Kibi | 6-3,7-6 |
| Challenger - Shanghai | 2016/09/08 06:10 | Yuya Kibi v Jason Jung | 7-6,4-6,3-6 |
| Challenger - Shanghai | 2016/09/06 03:20 | Zhuoyang Qiu v Yuya Kibi | 0-6,2-6 |
| Challenger Bangkok 4 | 2016/09/02 05:55 | Yuya Kibi v Blaz Kavcic | 2-6,2-6 |
| Challenger Bangkok 4 | 2016/08/31 04:00 | Yuya Kibi v Jirat Navasirisomboon | 6-4,6-0 |
| Challenger Bangkok 4 | 2016/08/29 06:55 | Yuya Kibi v Takuto Niki | 4-6,6-3,6-2 |
| Challenger - Astana 2 | 2016/07/28 05:00 | Yuya Kibi v Denis Istomin | 6-7,6-2,2-6 |