Round: 25 Ground: Hardcourt outdoor
| ATP Newport Qual | 2016/07/11 17:50 | Matthew Barton v Michal Przysiezny | 3-6,3-6 |
| ATP Newport Qual | 2016/07/10 18:00 | Matthew Barton v Adrien Bossel | 7-6,6-3 |
| Wimbledon | 2016/07/01 10:30 | John Isner v Matthew Barton | 7-6,7-6,7-6 |
| Wimbledon | 2016/06/28 14:10 | Albano Olivetti v Matthew Barton | 7-6,6-7,3-6,7-6,12-14 |
| Wimbledon Qual | 2016/06/24 14:40 | Karen Khachanov v Matthew Barton | 6-7,7-6,2-6,3-6 |
| Wimbledon Qual | 2016/06/22 10:00 | Marcelo Arevalo v Matthew Barton | 3-6,4-6 |
| Wimbledon Qual | 2016/06/21 12:20 | Matthew Barton v Marco Trungelliti | 6-7,6-4,8-6 |
| Challenger Vicenza Qual | 2016/05/21 08:00 | Riccardo Bonadio v Matthew Barton | 6-2,7-6 |
| ITF Hong Kong F2 Qual | 2016/06/10 22:00 | Aaron Addison v Zhicheng Zhu | 2-6,2-6 |
| ITF Hong Kong F1 | 2016/06/08 22:00 | Yecong He v Aaron Addison | 7-6,7-6 |
| ITF Hong Kong F1 | 2016/06/07 22:00 | Aaron Addison v Kittiphong Wachiramanowong | 6-3,6-1 |
| ITF Hong Kong F1 | 2016/06/06 22:00 | Aaron Addison v Jumpei Yamasaki | 7-6,6-3 |
| ITF Hong Kong F1 Qual | 2016/06/04 22:00 | Aaron Addison v Michael Zhu | 6-2,5-7,7-5 |
| ITF Hong Kong F1 Qual | 2016/06/03 22:00 | Aaron Addison v Wing-Lun Lam | 6-1,6-3 |
| ITF Portugal F7 | 2016/05/26 09:00 | Catalin-Ionut Gard v Aaron Addison | 6-2,5-7,6-1 |
| ITF Portugal F5 Qual | 2016/05/09 09:00 | Aaron Addison v Sora Fukuda | 5-7,2-6 |