Stadium: Stadium Round: 54 Ground: Hardcourt outdoor
| ITF - Tyler W80 | 2023/10/23 21:40 | Chieh-Yu Hsu v Taylor Gruber | 6-0,6-2 |
| ITF - Jackson W15 | 2023/10/17 17:50 | Carolina Gomez v Chieh-Yu Hsu | 6-2,6-1 |
| ITF - Florence W25 | 2023/10/10 14:00 | Chieh-Yu Hsu v Hibah Shaikh | 3-6,2-6 |
| ITF - Rome, GA W60 | 2023/10/04 14:00 | Stacey Fung v Chieh-Yu Hsu | 6-3,6-2 |
| ITF - Rome, GA W60 | 2023/10/03 17:30 | Chieh-Yu Hsu v Ana Grubor | 6-3,5-7,7-6 |
| ITF - Rome, GA W60 | 2023/10/02 21:15 | Chieh-Yu Hsu v Emma Lella | 7-5,6-3 |
| ITF - Hilton Head W15 | 2023/09/29 13:25 | Layne Sleeth v Chieh-Yu Hsu | 6-2,6-1 |
| ITF - Hilton Head W15 | 2023/09/28 13:00 | Lucciana Perez Alarcon v Chieh-Yu Hsu | 4-6,2-6 |
| ITF - Tyler W80 | 2023/10/23 23:25 | Kolie Allen v DJ Bennett | 6-7,1-6 |
| ITF - Macon W80 | 2023/10/16 17:10 | Gabriela Lee v DJ Bennett | 4-6,6-3,6-4 |
| ITF - Lexington W60 | 2023/08/02 13:45 | DJ Bennett v Chloe Beck | 4-6,3-6 |
| ITF - Lexington W60 | 2023/08/01 14:00 | Veronika Miroshnichenko v DJ Bennett | 6-7,3-6 |
| ITF - Lexington W60 | 2023/07/31 17:00 | DJ Bennett v Maria Kononova | 6-4,6-1 |
| ITF - Dallas W60 | 2023/07/24 15:00 | DJ Bennett v Allie Kiick | 6-2,3-6,3-6 |
| ITF - Santo Domingo W25 | 2023/06/27 17:30 | DJ Bennett v Ani Vangelova | 6-2,3-6,3-6 |
| ITF - Santo Domingo W25 | 2023/06/23 16:15 | DJ Bennett v Ana Sofia Sanchez | 6-3,2-6,4-6 |