| UTR Pro Tennis Series Charleston Women | 2021/03/11 14:00 | Dunleavy, Caroline v Mayuka Aikawa | 0-6,6-0,5-7 |
| UTR Pro Tennis Series Charleston Women | 2021/03/10 14:00 | Dunleavy, Caroline v Whitley Pate | 1-6,3-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/09 17:00 | Dunleavy, Caroline v Shaffer, Kennedy | 7-6,6-4 |
| UTR Pro Tennis Series Charleston Women | 2021/03/08 18:30 | Dunleavy, Caroline v Games, Leyden | 6-7,4-5 |
| 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 |
| UTR Pro Tennis Series Charleston Women | 2021/03/12 14:00 | Filippa Bruu-Syversen v R Kingsley | 1-6,1-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/11 17:00 | Filippa Bruu-Syversen v Pielet, Gianna | 6-7,4-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/10 16:00 | Sophie Chang v Filippa Bruu-Syversen | 6-1,6-4 |
| UTR Pro Tennis Series Charleston Women | 2021/03/09 17:00 | Lara Schneider v Filippa Bruu-Syversen | 6-3,3-6,7-5 |
| UTR Pro Tennis Series Charleston Women | 2021/03/07 14:00 | Filippa Bruu-Syversen v Margaret Navarro | 6-2,6-3 |
| UTR Pro Tennis Series Charleston Women | 2021/03/05 17:00 | Filippa Bruu-Syversen v Ng, Taylor | 1-6,2-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/03 19:30 | Filippa Bruu-Syversen v Rebeca Pereira | 1-6,7-6,4-6 |
| UTR Pro Tennis Series Charleston Women | 2021/03/02 18:00 | Filippa Bruu-Syversen v Shaffer, Kennedy | 4-6,1-6 |