Stadium: Court 2 Round: 25 Ground: Clay
| Zawada, Singles W-WITF-POL-07A | 2017/11/18 10:00 | Deborah Chiesa v Kathinka Von Deichmann | 6-3,6-4 |
| ITF W25 LPD Gran Canaria | 2019/08/14 09:00 | Deborah Chiesa v Alexandra Bozovic | 4-6,6-2,2-6 |
| Varsovie, Simples W-ITF-POL-02A | 2019/08/09 09:30 | Deborah Chiesa v Yue Yuan | 3-6,6-3,5-7 |
| Varsovie, Simples W-ITF-POL-02A | 2019/08/06 11:45 | Isabella Shinikova v Deborah Chiesa | 4-6,2-6 |
| Sezze, Singles W-ITF-ITA-21A | 2019/08/01 12:30 | Marfutina, Maria v Deborah Chiesa | 6-1,2-6,6-1 |
| Sezze, Singles W-ITF-ITA-21A | 2019/07/30 15:30 | Melanie Klaffner v Deborah Chiesa | 2-6,7-6,3-6 |
| WTA Palermo | 2019/07/20 16:40 | Deborah Chiesa v Amandine Hesse | 6-1,4-6,5-7 |
| Imola, Qualifications Simples W-ITF-ITA-17A | 2019/07/18 17:30 | Deborah Chiesa v Dentoni, Corinna | 4-6,1-6 |
| Imola, Qualifications Simples W-ITF-ITA-17A | 2019/07/17 15:35 | Deborah Chiesa v Martina Spigarelli | 6-4,3-6,7-6 |
| ITF W25 Braunschweig | 2019/08/22 11:55 | Kathinka Von Deichmann v Gerlach, Katharina | 4-6,6-0,3-6 |
| ITF W25 Braunschweig | 2019/08/21 12:25 | Kathinka Von Deichmann v Seone Mendez | 6-4,6-3 |
| WTA Palermo | 2019/07/21 18:40 | Mrdeza, Tereza v Kathinka Von Deichmann | 6-3,5-7,7-5 |
| WTA Palermo | 2019/07/20 19:05 | Anastasia Grymalska v Kathinka Von Deichmann | 5-7,1-6 |
| WTA Lausanne | 2019/07/13 09:50 | Kucova, Kristina v Kathinka Von Deichmann | 7-5,4-6,6-3 |
| ITF W60 Versmold | 2019/07/10 13:00 | Katharina Hobgarski v Kathinka Von Deichmann | 2-6,7-6,6-3 |
| ITF W25 Stuttgart | 2019/07/05 11:00 | Maja Chwalinska v Kathinka Von Deichmann | 6-3,6-2 |
| ITF W25 Stuttgart | 2019/07/04 09:00 | Kubanova, Karolina v Kathinka Von Deichmann | 6-7,1-6 |