Stadium: Clay 1 Round: 27 Ground: Clay
| ITF W15 Heraklion | 2023/10/19 12:20 | Michaela Laki v Rositsa Dencheva | 2-6,6-7 |
| ITF W15 Heraklion | 2023/10/17 06:30 | Madelief Hageman v Rositsa Dencheva | 4-6,1-6 |
| ITF W40 Pazardzhik | 2023/09/19 06:30 | Rositsa Dencheva v Aleksandra Krunic | 3-6,6-1,5-7 |
| ITF W25 Varna | 2023/09/13 06:30 | Rositsa Dencheva v Julia Avdeeva | 6-0,1-6,1-6 |
| ITF W15 Casablanca | 2023/07/27 12:40 | Rositsa Dencheva v Sofia Rocchetti | 1-6,5-7 |
| ITF W15 Casablanca | 2023/07/26 11:35 | Rositsa Dencheva v Federica Arcidiacono | 6-3,6-0 |
| ITF W15 Bucharest | 2023/06/22 07:00 | Stefania Bojica v Rositsa Dencheva | 3-6,6-1,6-3 |
| ITF W15 Bucharest | 2023/06/20 10:40 | Simona Ogescu v Rositsa Dencheva | 2-6,0-6 |
| ITF W15 Heraklion | 2023/10/19 09:05 | Milana Zhabrailova v Ani Vangelova | 6-4,6-0 |
| ITF W15 Heraklion | 2023/10/18 06:25 | Milana Zhabrailova v Gaia Squarcialupi | 4-6,7-5,6-2 |
| ITF W15 Bad Waltersdorf | 2023/10/03 11:45 | Milana Zhabrailova v Timea Jaruskova | 1-6,6-1,4-6 |
| ITF W25 Monastir | 2023/01/24 08:30 | Milana Zhabrailova v Nana Kawagishi | 1-6,6-7 |
| ITF W25 Monastir | 2023/01/23 12:55 | Milana Zhabrailova v Sarah Hawkshaw | 6-3,6-1 |
| ITF W40 Monastir | 2023/01/18 10:30 | Milana Zhabrailova v Iryna Shymanovich | 4-6,7-6,2-6 |
| ITF W40 Monastir | 2023/01/16 10:30 | Nagi Hanatani v Milana Zhabrailova | 5-7,6-4,6-2 |
| ITF W40 Monastir Qual | 2023/01/15 08:30 | Beatrice Laura Pirtac v Milana Zhabrailova | 0-6,0-6 |