Stadium: COURT 1 Round: 25 Ground: Hardcourt outdoor
| WTA Tokyo Qual | 2016/09/18 02:00 | Aoyama, Shuko v Ozaki, Risa | 7-5,6-2 |
| WTA Tokyo Qual | 2016/09/17 04:00 | Aoyama, Shuko v Ozaki, Risa | 7-5,5-2 |
| WTA Tokyo | 2016/09/12 07:10 | Ozaki, Risa v Varvara Lepchenko | 0-6,2-6 |
| US Open 2016 Women | 2016/08/26 16:20 | Ozaki, Risa v Jessica Pegula | 6-4,0-6,3-6 |
| US Open 2016 Women | 2016/08/25 17:30 | Ozaki, Risa v Na-Lae Han | 6-1,6-2 |
| US Open 2016 Women | 2016/08/23 15:00 | Ozaki, Risa v Pella, Catalina | 7-6,6-1 |
| Wimbledon Women Qual | 2016/06/22 15:35 | Ozaki, Risa v Harriet Dart | 4-6,3-6 |
| Wimbledon Women Qual | 2016/06/21 18:15 | Ozaki, Risa v Freya Christie | 6-7,7-6,7-5 |
| Quebec City, Canada | 2016/09/13 15:00 | Kostova, Elitsa v Alison Van Uytvanck | 1-6,2-6 |
| US Open 2016 Women | 2016/08/26 15:00 | Aleksandra Krunic v Kostova, Elitsa | 6-1,7-6 |
| US Open 2016 Women | 2016/08/25 16:20 | Aoyama, Shuko v Kostova, Elitsa | 6-4,4-6,0-6 |
| US Open 2016 Women | 2016/08/23 22:20 | Xu, Shilin v Kostova, Elitsa | 0-6,5-7 |
| Wimbledon Women Qual | 2016/06/21 16:25 | Elise Mertens v Kostova, Elitsa | 6-4,6-4 |
| Billie Jean King Cup | 2016/02/05 07:30 | Ysaline Bonaventure v Kostova, Elitsa | 6-3,3-6,6-3 |
| Billie Jean King Cup | 2016/02/03 07:30 | Dalma Galfi v Kostova, Elitsa | 5-7,2-6 |
| Wimbledon Women Qual | 2015/06/24 12:55 | Margarita Betova v Kostova, Elitsa | 6-2,6-3 |