Round: 25 Ground: Hardcourt outdoor
| WTA Seoul Qual | 2016/09/17 02:00 | Park, Sang Hee v Ahn, Yu Jin | 4-6,6-4,6-4 |
| ITF Women Yeongwol | 2016/09/10 02:00 | Ahn, Yu Jin v Kim, Na Ri | 3-6,3-6 |
| ITF Women Yeongwol | 2016/09/08 01:00 | Ahn, Yu Jin v Kim, SE-Hyun | 6-2,6-3 |
| ITF Women Yeongwol | 2016/09/07 02:40 | Choi, Ji-Hee v Ahn, Yu Jin | 4-6,6-1,1-6 |
| ITF Women Yeongwol | 2016/09/06 01:00 | Ahn, Yu Jin v Subin Park | 6-0,6-3 |
| ITF Women Yeongwol | 2016/09/01 02:35 | Sul, You-Na v Ahn, Yu Jin | 6-4,6-4 |
| ITF Women Yeongwol | 2016/08/30 02:00 | Ahn, Yu Jin v Da Ye Kim | 6-3,6-3 |
| ITF Women Yeongwol | 2016/08/29 01:00 | Ahn, Yu Jin v Ji Min Park | 7-5,6-1 |
| Taipei, Taipei Chinois | 2016/11/15 03:30 | Namigata, Junri v Chieh-Yu Hsu | 6-2,7-5 |
| ITF Women Pune | 2016/11/08 07:50 | Ankita Raina v Chieh-Yu Hsu | 6-4,1-6,6-2 |
| Hamamatsu, Singles W-WITF-JPN-12A | 2016/10/18 03:15 | Magdalena Frech v Chieh-Yu Hsu | 6-2,6-3 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/13 02:25 | Chihiro Muramatsu v Chieh-Yu Hsu | 6-2,6-3 |
| Makinohara, Singles Qualifying W-WITF-JPN-15A | 2016/10/11 02:10 | Chieh-Yu Hsu v Nunome, Chihiro | 6-1,6-2 |
| ITF Women Stillwater | 2016/09/28 19:45 | Chieh-Yu Hsu v Halbauer, Elizabeth | 2-6,6-7 |
| ITF Women Albuquerque Qual | 2016/09/18 21:45 | Chieh-Yu Hsu v Caroline Dolehide | 2-6,0-6 |
| ITF Women Lubbock | 2016/09/15 16:30 | Veselinovic, Ana v Chieh-Yu Hsu | 6-3,6-1 |