Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| ITF W15 Monastir | 2023/08/28 08:00 | Laura Cilekova v Naomi Jackson | 7-5,6-1 |
| ITF W15 Monastir | 2023/08/21 08:00 | Ferdaous Bahri v Naomi Jackson | 6-1,6-2 |
| ITF W15 Monastir | 2023/07/10 08:30 | Naomi Jackson v Zhanel Rustemova | 6-7,0-6 |
| ITF W15 Monastir | 2023/07/09 09:00 | Naomi Jackson v Caroline Brack | 6-4,3-6,12-10 |
| ITF W15 Monastir | 2023/07/02 12:00 | Natalia Fehr v Naomi Jackson | 7-5,6-1 |
| ITF W15 Monastir | 2023/06/25 15:30 | Emily Meyer v Naomi Jackson | 6-0,6-1 |
| ITF W40 La Marsa | 2023/06/04 14:25 | Emily Welker v Naomi Jackson | 6-0,6-1 |
| ITF W25 La Marsa | 2023/05/28 14:45 | Alyssa Reguer v Naomi Jackson | 6-1,6-0 |
| ITF W15 Gdansk | 2023/06/20 14:10 | Martyna Mackiewicz v Gloria Ceschi | 1-6,1-6 |