Round: 29 Ground: Hardcourt outdoor
| WTA Tokyo Qual | 2016/09/18 02:00 | Shuko Aoyama v Risa Ozaki | 7-5,6-2 |
| WTA Tokyo Qual | 2016/09/17 04:00 | Shuko Aoyama v Risa Ozaki | 7-5,5-2 |
| WTA Tokyo | 2016/09/12 07:10 | Risa Ozaki v Varvara Lepchenko | 0-6,2-6 |
| US Open 2016 Women | 2016/08/26 16:20 | Risa Ozaki v Jessica Pegula | 6-4,0-6,3-6 |
| US Open 2016 Women | 2016/08/25 17:30 | Risa Ozaki v Na-Lae Han | 6-1,6-2 |
| US Open 2016 Women | 2016/08/23 15:00 | Risa Ozaki v Catalina Pella | 7-6,6-1 |
| Wimbledon Women Qual | 2016/06/22 15:35 | Risa Ozaki v Harriet Dart | 4-6,3-6 |
| Wimbledon Women Qual | 2016/06/21 18:15 | Risa Ozaki v Freya Christie | 6-7,7-6,7-5 |
| ITF Women Tweed Heads | 2016/09/22 00:00 | Georgia Brescia v Tereza Mihalikova | 2-6,6-2,3-6 |
| ITF Women Sion | 2016/08/31 08:00 | Simona Waltert v Georgia Brescia | 6-1,6-3 |
| ITF Women Sion | 2016/08/29 12:15 | Sina Zuger v Georgia Brescia | 0-6,0-6 |
| ITF Women Santa Margherita | 2016/04/19 11:45 | Alice Balducci v Georgia Brescia | 6-3,6-3 |