Stadium: Court 1 Round: 29 Ground: Hardcourt indoor
| ITF W15 Norman | 2019/12/07 17:35 | Pamela Montez v Kennedy Shaffer | 3-6,4-6 |
| ITF W15 Norman | 2019/12/06 16:55 | Kennedy Shaffer v Stacey Fung | 6-4,6-3 |
| ITF W15 Norman | 2019/12/05 16:00 | Kennedy Shaffer v Oleksandra Korashvili | 6-3,7-5 |
| ITF W15 Norman | 2019/12/04 16:35 | Kennedy Shaffer v Gracie Epps | 6-1,6-1 |
| ITF W60 Toronto | 2019/10/30 18:40 | Naomi Broady v Kennedy Shaffer | 6-3,6-3 |
| ITF W60 Toronto | 2019/10/29 13:00 | Joelle Kissell v Kennedy Shaffer | 2-6,3-6 |
| ITF W60 Toronto | 2019/10/28 16:55 | Mia Kupres v Kennedy Shaffer | 3-6,1-6 |
| ITF W60 Saguenay | 2019/10/24 14:00 | Kennedy Shaffer v Robin Anderson | 2-6,4-6 |
| ITF W15 Norman | 2019/12/06 18:30 | Jasmine Amber Asghar v Jessica Failla | 3-6,4-6 |
| ITF W15 Norman | 2019/12/05 17:55 | Martina Capurro Taborda v Jessica Failla | 2-6,3-6 |
| ITF W15 Norman | 2019/12/04 20:55 | Jessica Failla v Lorraine M. Guillermo | 6-4,6-1 |
| ITF W25 Tucson | 2019/11/18 16:30 | Lorraine M. Guillermo v Jessica Failla | 6-2,7-6 |
| ITF W25 Malibu | 2019/11/08 20:35 | Jessica Failla v Claire Liu | 3-6,2-6 |
| ITF W25 Malibu | 2019/11/07 18:25 | Jessica Failla v Olivia Tjandramulia | 6-3,6-2 |
| ITF W25 Malibu | 2019/11/06 17:00 | Hanna Chang v Jessica Failla | 6-2,4-6,4-6 |
| ITF W25 Dallas | 2019/10/22 15:00 | Ania Hertel v Jessica Failla | 6-1,3-6,11-9 |