Stadium: Court 8 Round: 54 Ground: Clay
| ITF - Trieste W25 | 2023/08/27 08:00 | Deborah Chiesa v Maja Radisic | 6-1,6-1 |
| ITF - Verbier W25 | 2023/08/23 10:45 | Deborah Chiesa v Dalila Spiteri | 4-6,4-6 |
| ITF - Koksijde W25 | 2023/08/07 08:00 | Deborah Chiesa v Chloe Noel | 1-6,1-6 |
| ITF - Koksijde W25 | 2023/08/06 13:00 | Deborah Chiesa v Veronika Podrez | 7-6,6-7,10-8 |
| ITF - Cordenons W60 | 2023/07/31 08:00 | Deborah Chiesa v Aurora Zantedeschi | 6-7,4-6 |
| ITF - Cordenons W60 | 2023/07/30 14:00 | Deborah Chiesa v Anastasia Abbagnato | 7-6,4-6,6-2 |
| WTA Palermo | 2023/07/16 16:30 | Nuria Brancaccio v Deborah Chiesa | 6-1,6-2 |
| WTA Palermo | 2023/07/15 21:25 | Gaia Greco v Deborah Chiesa | 4-6,4-6 |
| ITF - Trieste W25 | 2023/08/27 08:00 | Caterina Odorizzi v Katerina Tsygourova | 6-7,3-6 |
| ITF - Verbier W25 | 2023/08/23 15:00 | Katerina Tsygourova v Federica Di Sarra | 3-6,0-6 |
| ITF - Duffel W15 | 2023/08/15 09:25 | Virginia Ferrara v Katerina Tsygourova | 2-6,6-3,7-5 |
| ITF - Les Contamines W15 | 2023/07/20 16:05 | Emmanuelle Girard v Katerina Tsygourova | 6-2,6-0 |
| ITF - Les Contamines W15 | 2023/07/18 15:00 | Justina M Gonzalez Daniele v Katerina Tsygourova | 2-6,1-6 |
| ITF - Aschaffenburg W25 | 2023/07/11 12:30 | Katerina Tsygourova v Fabienne Gettwart | 7-6,0-6,2-10 |
| ITF - Aschaffenburg W25 | 2023/07/10 09:30 | Denislava Glushkova v Katerina Tsygourova | 2-6,1-6 |
| ITF - Klosters W25 | 2023/07/02 09:05 | Katerina Tsygourova v Sylvie Zund | 6-3,6-7,4-10 |