Round: 26 Ground: Synthetic outdoor
| ITF Women Makinohara | 2016/10/11 00:30 | Riko Sawayanagi v Anri Nagata | 6-1,6-2 |
| ITF Women Iizuka | 2016/10/01 06:35 | Su Jeong Jang v Riko Sawayanagi | 6-2,6-1 |
| ITF Women Iizuka | 2016/10/01 01:00 | Riko Sawayanagi v Ayano Shimizu | 6-4,7-5 |
| ITF Women Iizuka | 2016/09/30 07:45 | Riko Sawayanagi v Haruka Kaji | 6-2,6-3 |
| ITF Women Iizuka | 2016/09/28 06:20 | Riko Sawayanagi v Mana Ayukawa | 6-2,6-4 |
| WTA Seoul Qual | 2016/09/18 04:30 | Katarzyna Piter v Riko Sawayanagi | 6-3,6-7,6-2 |
| WTA Seoul Qual | 2016/09/17 02:30 | Sung-Hee Han v Riko Sawayanagi | 4-6,4-6 |
| WTA Tokyo Qual | 2016/09/10 04:00 | Rebecca Peterson v Riko Sawayanagi | 7-6,6-1 |
| ITF Women Makinohara | 2016/10/11 00:30 | Miharu Imanishi v Ayumi Koshiishi | 6-3,6-4 |
| ITF Women Iizuka | 2016/09/27 01:00 | Miharu Imanishi v Aki Yamasoto | 6-7,2-6 |
| WTA Tokyo Qual | 2016/09/18 02:00 | Makoto Ninomiya v Miharu Imanishi | 0-6,7-6,6-2 |
| WTA Tokyo Qual | 2016/09/17 04:00 | Makoto Ninomiya v Miharu Imanishi | 0-6,7-6,5-2 |
| WTA Tokyo Qual | 2016/09/11 07:10 | Daniela Hantuchova v Miharu Imanishi | 6-2,2-6,6-0 |
| WTA Tokyo Qual | 2016/09/10 03:35 | Jessica Moore v Miharu Imanishi | 1-6,0-6 |
| US Open 2016 Women | 2016/08/24 22:10 | Julia Glushko v Miharu Imanishi | 6-4,7-5 |
| Challenger Kaohsiung | 2016/06/18 02:00 | Peangtarn Plipuech v Miharu Imanishi | 7-6,6-2 |