Stadium: COURT 1 Round: 45 Ground: Hardcourt outdoor
| Challenger Kaohsiung | 2016/09/19 05:00 | Whittington, Andrew v Kibi, Yuya | 6-7,2-6 |
| US Open, New York, USA, Qualifying | 2016/08/24 15:00 | Souza, Joao Olavo v Whittington, Andrew | 6-4,6-4 |
| Challenger Granby | 2016/08/05 18:55 | Whittington, Andrew v Frances Tiafoe | 0-6,6-7 |
| Challenger Granby | 2016/08/04 18:15 | Whittington, Andrew v Polansky, Peter | 6-7,6-2,6-4 |
| Challenger Granby | 2016/08/02 16:10 | Gonzalez, Alejandro v Whittington, Andrew | 6-7,2-6 |
| ITF Hong Kong F3 | 2016/06/24 22:00 | Whittington, Andrew v Jumpei Yamasaki | 6-3,6-2 |
| ITF Hong Kong F3 | 2016/06/23 22:00 | Whittington, Andrew v Reinwein, Sami | 6-3,6-4 |
| ITF Hong Kong F3 | 2016/06/22 22:00 | Whittington, Andrew v Ouyang, Bowen | 6-4,7-5 |
| Nanchang, China | 2016/09/14 06:25 | Tatsuma Ito v Hiroki Moriya | 4-6,0-6 |
| Nanchang, China | 2016/09/12 02:00 | Tatsuma Ito v Sekiguchi, Shuichi | 6-3,1-6,7-6 |
| Challenger Shanghai | 2016/09/08 02:35 | Weintraub, Amir v Tatsuma Ito | 4-6,6-1,6-0 |
| ATP Halle Qual | 2016/06/12 10:00 | Tatsuma Ito v Sugita, Yuichi | 2-6,4-6 |
| ATP Halle Qual | 2016/06/11 09:00 | Lukas Rosol v Tatsuma Ito | 6-7,3-6 |
| French Open Qual | 2016/05/16 15:00 | Tatsuma Ito v Gojowczyk, Peter | 4-6,3-6 |
| Challenger Le Gosier | 2016/04/08 19:30 | Tatsuma Ito v Taylor Fritz | 7-6,4-6,4-6 |
| Challenger Le Gosier | 2016/04/06 19:30 | Tatsuma Ito v Ghem, Andre | 7-6,6-2 |