Round: 26 Ground: Hardcourt outdoor
| ITF W25 Cairns | 2019/09/17 04:00 | Nagi Hanatani v Yui Chikaraishi | 6-3,1-6,2-6 |
| ITF W25 Cairns | 2019/09/16 00:00 | Laura Ashley v Yui Chikaraishi | 3-6,4-6 |
| ITF W25 Cairns | 2019/09/15 02:00 | Yui Chikaraishi v Natalie Barbir | 6-2,4-6,10-7 |
| ITF W25 Nanao | 2019/08/25 03:00 | Yui Chikaraishi v Mana Kawamura | 4-6,4-6 |
| ITF W25 Nanao | 2019/08/25 01:00 | Mua Shigeta v Yui Chikaraishi | 3-6,6-1,2-10 |
| ITF W25 Tsukuba | 2019/08/21 03:40 | Peangtarn Plipuech v Yui Chikaraishi | 6-0,6-2 |
| ITF W25 Tsukuba | 2019/08/20 00:30 | Michika Ozeki v Yui Chikaraishi | 5-7,4-6 |
| ITF W25 Tsukuba | 2019/08/19 00:30 | Yui Chikaraishi v Ayumi Koshiishi | 2-6,6-2,10-7 |
| ITF W25 Cairns | 2019/09/18 02:10 | Masa Jovanovic v Chieh-Yu Hsu | 5-7,4-6 |
| ITF W25 Redding | 2019/09/11 19:20 | Chieh-Yu Hsu v Kimmi Hance | 4-6,6-0,3-6 |
| ITF W25 Guayaquil | 2019/08/24 16:00 | Katerina Stewart v Chieh-Yu Hsu | 6-7,6-3,6-2 |
| ITF W25 Guayaquil | 2019/08/23 15:30 | Chieh-Yu Hsu v Charlotte Roemer | 4-6,6-1,6-1 |
| ITF W25 Guayaquil | 2019/08/22 17:30 | Chieh-Yu Hsu v Raphaelle Lacasse | 6-4,6-1 |
| ITF W25 Guayaquil | 2019/08/21 15:00 | Chieh-Yu Hsu v Emiliana Arango | 6-2,6-4 |
| ITF W25 Guayaquil | 2019/08/15 15:00 | Chieh-Yu Hsu v Katerina Stewart | 2-6,5-7 |
| ITF W25 Guayaquil | 2019/08/13 20:20 | Chieh-Yu Hsu v Jasmin Jebawy | 6-1,6-2 |