Round: 25 Ground: Synthetic outdoor
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/14 01:00 | Hsu, Ching Wen v Haruna Arakawa | 2-6,1-6 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/13 00:30 | Jana Fett v Hsu, Ching Wen | 4-6,6-2,4-6 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/12 00:30 | Tori Kinard v Hsu, Ching Wen | 6-7,3-6 |
| WTA Guangzhou Qual | 2016/09/17 03:35 | Fang Ying Xun v Hsu, Ching Wen | 6-4,6-0 |
| Zhuhai, Simples W-WITF-CHN-03C | 2016/09/14 02:00 | Hsu, Ching Wen v Namigata, Junri | 1-6,4-6 |
| ITF Women Noto | 2016/08/31 03:10 | Xiaodi You v Hsu, Ching Wen | 1-6,1-6 |
| ITF Women Hong Kong | 2016/07/19 04:05 | Hsu, Ching Wen v Kanika Vaidya | 6-7,3-6 |
| Billie Jean King Cup | 2016/04/17 12:55 | Magdalena Frech v Hsu, Ching Wen | 2-6,6-4,3-6 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/16 02:00 | Sawayanagi, Riko v Lykina, Ksenia | 3-6,3-6 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/15 01:00 | Haruna Arakawa v Sawayanagi, Riko | 2-6,2-6 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/14 01:00 | Sawayanagi, Riko v Ayano Shimizu | 5-7,6-2,6-3 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/13 00:30 | Sawayanagi, Riko v Imanishi, Miharu | 6-2,6-4 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/11 00:30 | Sawayanagi, Riko v Anri Nagata | 6-1,6-2 |
| ITF Women Iizuka | 2016/10/01 06:35 | Su Jeong Jang v Sawayanagi, Riko | 6-2,6-1 |
| ITF Women Iizuka | 2016/10/01 01:00 | Sawayanagi, Riko v Ayano Shimizu | 6-4,7-5 |
| ITF Women Iizuka | 2016/09/30 07:45 | Sawayanagi, Riko v Haruka Kaji | 6-2,6-3 |