| New Haven, USA | 2019/09/02 14:00 | Jaimee Fourlis v Dunleavy, Caroline | 6-4,6-3 |
| WTA New Haven Qual | 2018/08/17 14:00 | Dunleavy, Caroline v Anna Blinkova | 2-6,0-6 |
| ITF Women Evansville | 2018/07/22 14:00 | Dunleavy, Caroline v Molodovan, Bianca | 3-6,3-6 |
| Daytona Beach, Singles Qualifying W-WITF-USA-01A | 2018/01/07 18:00 | Dunleavy, Caroline v Anna Danilina | 1-6,0-6 |
| ITF Women Landisville Qual | 2017/08/06 17:00 | Whoriskey, Caitlin v Dunleavy, Caroline | 6-1,6-2 |
| ITF Women Brussels Qual | 2017/07/15 14:00 | Daria Kuczer v Dunleavy, Caroline | 6-4,7-5 |
| ITF Women Middelburg Qual | 2017/07/01 08:00 | Petit, Stephanie Mariel v Dunleavy, Caroline | 6-2,6-1 |
| ITF Women De Haan Qual | 2017/06/26 09:25 | Wargnier, Lucie v Dunleavy, Caroline | 6-1,6-4 |
| UTR Pro Tennis Series Charleston Women | 2021/03/07 14:00 | Games, Leyden v Mckenna Schaefbauer | 4-6,6-1,7-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/06 20:30 | Games, Leyden v Whitley Pate | 2-6,6-3,6-3 |
| UTR Pro Tennis Series Charleston Women | 2021/03/04 15:30 | Games, Leyden v Rebeca Pereira | 3-6,3-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/03 19:30 | Games, Leyden v Shaffer, Kennedy | 1-6,3-5 |
| UTR Pro Tennis Series Charleston Women | 2021/03/02 16:00 | Games, Leyden v Ng, Taylor | 3-6,0-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/01 17:00 | Games, Leyden v Filippa Bruu-Syversen | 6-7,6-3,5-3 |
| UTR Pro Tennis Series California Women | 2021/01/30 18:43 | Games, Leyden v Rebecca Weissmann | 6-1,6-1 |
| UTR Pro Tennis Series California Women | 2021/01/30 17:00 | Games, Leyden v Rosenqvist, Julia | 0-0 |