Stadium: Center Court Round: 25 Ground: Clay
| ITF W15 Sozopol | 2021/10/07 08:00 | Denislava Glushkova v Gergana Topalova | 6-1,7-5 |
| ITF W25 Santa Margherita | 2023/04/20 09:20 | Gergana Topalova v Katarina Zavatska | 2-6,3-6 |
| ITF W25 Santa Margherita | 2023/04/19 08:00 | Gergana Topalova v Anouk Koevermans | 6-4,5-7,6-0 |
| Billie Jean King Cup | 2023/04/14 08:10 | Gergana Topalova v Clara Tauson | 3-6,1-6 |
| Billie Jean King Cup | 2023/04/13 09:30 | Gergana Topalova v Malene Helgo | 0-6,2-6 |
| Billie Jean King Cup | 2023/04/12 09:00 | Caijsa W Hennemann v Gergana Topalova | 6-1,5-7,3-6 |
| Billie Jean King Cup | 2023/04/11 10:05 | Tara Wurth v Gergana Topalova | 4-6,6-2,3-6 |
| ITF W40 Split | 2023/04/04 07:50 | Petra Marcinko v Gergana Topalova | 6-1,6-3 |
| ITF W40 Split | 2023/04/03 07:55 | Gergana Topalova v Lucia Cortez Llorca | 6-7,6-3,6-4 |
| ITF W60 Istanbul | 2023/04/24 08:20 | Denislava Glushkova v Lilly Elida Haseth | 6-1,6-0 |
| ITF W15 Antalya | 2023/04/18 12:00 | Lara Salden v Denislava Glushkova | 2-6,6-2,6-2 |
| Billie Jean King Cup | 2023/04/15 07:00 | Berfu Cengiz v Denislava Glushkova | 3-6,4-6 |
| Billie Jean King Cup | 2023/04/10 08:30 | Mia Ristic v Denislava Glushkova | 6-2,6-2 |
| ITF W15 Antalya | 2023/03/23 07:20 | Ana Candiotto v Denislava Glushkova | 6-3,6-3 |
| ITF W15 Antalya | 2023/03/22 13:30 | Defne Cirpanli v Denislava Glushkova | 1-6,2-6 |
| ITF W15 Antalya | 2023/03/16 10:00 | Denislava Glushkova v Aysegul Mert | 6-1,6-2 |
| ITF W15 Antalya | 2023/03/15 09:15 | Denislava Glushkova v Andrea Obradovic | 6-3,6-1 |