Stadium: Court 1 Round: 29 Ground: Hardcourt indoor
| ITF W15 Norman | 2019/12/07 17:35 | Montez, Pamela v Shaffer, Kennedy | 3-6,4-6 |
| ITF W15 Norman | 2019/12/06 16:55 | Shaffer, Kennedy v Stacey Fung | 6-4,6-3 |
| ITF W15 Norman | 2019/12/05 16:00 | Shaffer, Kennedy v Korashvili, Oleksandra | 6-3,7-5 |
| ITF W15 Norman | 2019/12/04 16:35 | Shaffer, Kennedy v Epps, Gracie | 6-1,6-1 |
| ITF W60 Toronto | 2019/10/30 18:40 | Broady, Naomi v Shaffer, Kennedy | 6-3,6-3 |
| ITF W60 Toronto | 2019/10/29 13:00 | Kissell, Joelle v Shaffer, Kennedy | 2-6,3-6 |
| ITF W60 Toronto | 2019/10/28 16:55 | Kupres, Mia v Shaffer, Kennedy | 3-6,1-6 |
| ITF W60 Saguenay | 2019/10/24 14:00 | Shaffer, Kennedy v Robin Anderson | 2-6,4-6 |
| ITF W15 Norman | 2019/12/06 18:30 | Asghar, Jasmine Amber 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 Guillermo, Lorraine M | 6-4,6-1 |
| Tucson, Singles W-ITF-USA-46A | 2019/11/18 16:30 | Guillermo, Lorraine M 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 |