Stadium: Center Court Round: 54 Ground: Hardcourt outdoor
| ITF W15 Jackson | 2023/10/17 17:50 | Carolina Gomez v Chieh-Yu Hsu | 6-2,6-1 |
| ITF W25 Florence | 2023/10/10 14:00 | Chieh-Yu Hsu v Hibah Shaikh | 3-6,2-6 |
| ITF W60 Rome GA | 2023/10/04 14:00 | Stacey Fung v Chieh-Yu Hsu | 6-3,6-2 |
| ITF W60 Rome GA | 2023/10/03 17:30 | Chieh-Yu Hsu v Ana Grubor | 6-3,5-7,7-6 |
| ITF W60 Rome GA | 2023/10/02 21:15 | Chieh-Yu Hsu v Emma Lella | 7-5,6-3 |
| ITF W15 Hilton Head | 2023/09/29 13:25 | Layne Sleeth v Chieh-Yu Hsu | 6-2,6-1 |
| ITF W15 Hilton Head | 2023/09/28 13:00 | Lucciana Perez Alarcon v Chieh-Yu Hsu | 4-6,2-6 |
| ITF W15 Hilton Head | 2023/09/27 14:25 | Tyra Caterina Grant v Chieh-Yu Hsu | 1-6,4-6 |
| ITF W25 Jackson | 2023/10/17 15:00 | Xinyu Cai v Taylor Gruber | 6-1,6-0 |
| ITF W25 Jackson | 2023/10/16 15:00 | Adaugo Ukaegbu v Taylor Gruber | 2-6,1-6 |
| ITF W60 Rome GA | 2023/10/02 17:10 | Taylor Gruber v Carolina Bohrer Martins | 3-6,2-6 |
| ITF W15 Monastir | 2023/08/30 13:55 | Taylor Gruber v Lara Pfeifer | 6-7,1-6 |
| ITF W15 Monastir | 2023/08/29 08:30 | Vanshita Pathania v Taylor Gruber | 0-6,1-6 |
| ITF W15 Monastir | 2023/08/28 08:00 | Vanja Gudelj v Taylor Gruber | 1-6,3-6 |
| ITF W15 Monastir | 2023/08/21 08:00 | Andrea Roots v Taylor Gruber | 7-6,3-6,10-8 |
| ITF W15 Monastir | 2023/08/16 11:10 | Taylor Gruber v Anastasiia Gureva | 4-6,6-7 |