| UTR Pro Tennis Series Charleston Women | 2021/03/08 18:30 | Caroline Dunleavy v Leyden Games | 6-7,4-5 |
| WTA New Haven | 2019/09/02 14:00 | Jaimee Fourlis v Caroline Dunleavy | 6-4,6-3 |
| WTA New Haven Qual | 2018/08/17 14:00 | Caroline Dunleavy v Anna Blinkova | 2-6,0-6 |
| ITF Women Evansville | 2018/07/22 14:00 | Caroline Dunleavy v Bianca Moldovan | 3-6,3-6 |
| ITF Women Daytona Beach Qual | 2018/01/07 18:00 | Caroline Dunleavy v Anna Danilina | 1-6,0-6 |
| ITF Women Landisville Qual | 2017/08/06 17:00 | Caitlin Whoriskey v Caroline Dunleavy | 6-1,6-2 |
| ITF Women Brussels Qual | 2017/07/15 14:00 | Daria Kuczer v Caroline Dunleavy | 6-4,7-5 |
| ITF Women Middelburg Qual | 2017/07/01 08:00 | Stephanie Mariel Petit v Caroline Dunleavy | 6-2,6-1 |
| UTR Pro Tennis Series Charleston Women | 2021/03/08 17:00 | Kennedy Shaffer v Mayuka Aikawa | 6-0,5-3 |
| UTR Pro Tennis Series Charleston Women | 2021/03/06 21:15 | Kylie Mckenzie v Kennedy Shaffer | 3-6,7-6,6-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/05 15:30 | Kennedy Shaffer v Rebeca Pereira | 6-4,6-2 |
| UTR Pro Tennis Series Charleston Women | 2021/03/04 15:30 | Kennedy Shaffer v Taylor Ng | 7-6,6-1 |
| UTR Pro Tennis Series Charleston Women | 2021/03/03 19:30 | Leyden Games v Kennedy Shaffer | 1-6,3-5 |
| UTR Pro Tennis Series Charleston Women | 2021/03/02 18:00 | Filippa Bruu-Syversen v Kennedy Shaffer | 4-6,1-6 |
| ITF W60 Rome GA | 2021/01/25 21:50 | Panna Udvardy v Kennedy Shaffer | 3-6,6-2,10-6 |
| ITF W100 Charleston | 2020/11/04 14:55 | Kennedy Shaffer v Katarzyna Kawa | 6-0,2-6,4-6 |