| 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 |
| ITF Women De Haan Qual | 2017/06/26 09:25 | Lucie Wargnier v Caroline Dunleavy | 6-1,6-4 |
| ITF W100 Charleston | 2020/11/02 16:40 | Whitley Pate v Gabriela Talaba | 0-6,0-6 |