| UTR Pro Tennis Series California Women | 2021/05/07 21:00 | Parker Fry v Jessup, Madeleine | 6-7,3-6 |
| UTR Pro Tennis Series California Women | 2021/05/05 19:30 | Broadus, Savannah v Jessup, Madeleine | 6-1,5-2 |
| UTR Pro Tennis Series California Women | 2021/05/03 16:30 | Dalayna Hewitt v Jessup, Madeleine | 5-7,7-5,2-5 |
| UTR Pro Tennis Series California Women | 2021/05/01 21:00 | Jessup, Madeleine v Maxine Murphy | 3-5 |
| UTR Pro Tennis Series California Women | 2021/04/29 19:30 | Jessup, Madeleine v Arianna Stavropoulos | 6-2,6-4 |
| UTR Pro Tennis Series California Women | 2021/04/28 21:30 | Jessup, Madeleine v Sherif, Jwany | 4-6,6-1,5-2 |
| UTR Pro Tennis Series California Women | 2021/04/27 18:00 | Jessup, Madeleine v Emma Staker | 4-6,2-6 |
| UTR Pro Tennis Series California Women | 2021/04/26 15:00 | Jessup, Madeleine v Ellie Pittman | 6-1,6-3 |
| UTR Pro Tennis Series California Women | 2021/05/06 17:15 | Makenna Thiel v Miller, Alaina | 6-4,0-1 |
| UTR Pro Tennis Series California Women | 2021/05/05 16:30 | Makenna Thiel v Marcela Zacarias | 1-6,0-6 |
| UTR Pro Tennis Series California Women | 2021/05/04 15:00 | Makenna Thiel v Cataldi, Taylor | 6-4,2-6,6-4 |
| UTR Pro Tennis Series California Women | 2021/05/03 19:30 | Makenna Thiel v Games, Leyden | 3-6,2-6 |
| UTR Pro Tennis Series Atlanta Women | 2021/03/28 12:30 | Koplova, Tereza v Makenna Thiel | 1-6,5-7 |
| UTR Pro Tennis Series Atlanta Women | 2021/03/27 15:30 | James, Akilah v Makenna Thiel | 1-6,6-7 |
| UTR Pro Tennis Series Atlanta Women | 2021/03/26 15:30 | Makenna Thiel v Dalayna Hewitt | 1-6,4-6 |
| UTR Pro Tennis Series Atlanta Women | 2021/03/25 15:27 | Makenna Thiel v Alsola, Jessica Luisa | 3-6,2-5 |