| UTR Pro Florida Women | 2023/06/02 19:30 | Jennifer Jackson v Annabelle Davis | 4-6,3-6 |
| UTR Pro Florida Women | 2023/06/01 16:30 | Jennifer Jackson v Ichino Horikawa | 1-6,3-6 |
| UTR Pro Florida Women | 2023/05/31 15:00 | Kathryn Treiber v Jennifer Jackson | 7-6,5-3 |
| UTR Pro Florida Women | 2023/05/30 15:00 | Samantha Crawford v Jennifer Jackson | 6-2,6-0 |
| UTR Pro San Antonio Women | 2023/03/18 22:30 | Erica Jessel v Jennifer Jackson | 6-2,5-4 |
| UTR Pro San Antonio Women | 2023/03/17 21:15 | Diya Challa v Jennifer Jackson | 2-6,4-6 |
| UTR Pro San Antonio Women | 2023/03/16 21:30 | Maria Kononova v Jennifer Jackson | 7-5,5-2 |
| UTR Pro San Antonio Women | 2023/03/15 18:00 | Carla Pacot v Jennifer Jackson | 1-6,6-7 |
| WTA Montreal | 2023/08/05 21:10 | Yulia Putintseva v Mia Kupres | 2-6,6-2,6-0 |
| ITF W100 Granby | 2023/07/19 13:55 | Makenna Jones v Mia Kupres | 7-6,0-6,6-3 |
| ITF W60 Saskatoon | 2023/07/13 16:00 | Renata Zarazua v Mia Kupres | 6-3,6-1 |
| ITF W60 Saskatoon | 2023/07/11 21:30 | Mia Kupres v Eryn Cayetano | 6-3,7-5 |
| ITF W15 Kursumlijska Banja | 2023/06/14 11:45 | Paula Arias Manjon v Mia Kupres | 6-3,6-4 |
| ITF W15 Oberpullendorf | 2022/12/09 09:00 | Lucija Ciric Bagaric v Mia Kupres | 6-1,6-2 |
| ITF W15 Oberpullendorf | 2022/12/08 09:00 | Mia Kupres v Alina Granwehr | 7-6,6-1 |
| ITF W15 Oberpullendorf | 2022/12/06 09:25 | Mia Kupres v Laura Svatikova | 7-5,6-2 |