Stadium: Court 6 Round: 45 Ground: Clay
| ITF W25 Santa Margherita | 2019/04/19 12:00 | Anastasia Grymalska v Kathinka Von Deichmann | 6-1,3-6,3-6 |
| ITF Women Versmold | 2018/07/12 16:55 | Kathinka Von Deichmann v Anastasia Grymalska | 6-2,7-6 |
| ITF Women Brescia | 2018/06/08 12:00 | Kathinka Von Deichmann v Anastasia Grymalska | 2-6,4-6 |
| WTA Bucharest | 2019/07/13 13:45 | Anastasia Grymalska v Isabella Shinikova | 4-6,2-6 |
| ITF W25 Torino | 2019/07/12 11:50 | Claudia Giovine v Anastasia Grymalska | 6-4,6-4 |
| ITF W25 Torino | 2019/07/11 12:00 | Dalila Spiteri v Anastasia Grymalska | 5-7,6-4,1-6 |
| ITF W25 Torino | 2019/07/10 15:10 | Molinaro, Eleonora v Anastasia Grymalska | 1-6,4-6 |
| Biella, Singles Qualifying W-ITF-ITA-15A | 2019/07/02 14:15 | Anastasia Grymalska v Reka-Luca Jani | 5-7,6-7 |
| ITF W60 Stare Splavy | 2019/06/19 12:25 | Anastasia Grymalska v Kucova, Kristina | 2-6,6-4,3-6 |
| ITF W60 Rome | 2019/06/13 08:30 | Ulrikke Eikeri v Anastasia Grymalska | 5-7,6-2,6-4 |
| ITF W60 Rome | 2019/06/12 11:50 | Tatishvili, Anna v Anastasia Grymalska | 0-6,1-6 |
| 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 |
| ITF W25 Stuttgart | 2019/07/02 13:30 | Ene, Cristina v Kathinka Von Deichmann | 2-6,3-6 |
| ITF W25 Klosters | 2019/06/20 11:20 | Yuki Naito v Kathinka Von Deichmann | 6-4,6-3 |
| ITF W25 Klosters | 2019/06/18 09:50 | Lukacs, Vanda v Kathinka Von Deichmann | 2-6,7-5,2-6 |
| ITF W25 Prerov | 2019/06/14 11:35 | Kostova, Elitsa v Kathinka Von Deichmann | 6-7,6-3,6-4 |