Stadium: Court 3 Round: 25 Ground: Clay
| 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 | Anna Tatishvili v Anastasia Grymalska | 0-6,1-6 |
| ITF W60 Brescia | 2019/06/03 10:00 | Anastasia Grymalska v Oceane Dodin | 6-7,5-7 |
| ITF W25 Grado | 2019/05/31 15:30 | Cristiana Ferrando v Anastasia Grymalska | 6-1,6-1 |
| ITF W25 Grado | 2019/05/31 11:05 | Lucrezia Stefanini v Anastasia Grymalska | 4-6,6-4,4-6 |
| ITF W25 Grado | 2019/05/30 14:30 | Anastasia Grymalska v Shuyue Ma | 6-3,6-1 |
| WTA Nurnberg | 2019/05/18 10:15 | Dejana Radanovic v Anastasia Grymalska | 6-3,6-4 |
| WTA Rome | 2019/05/11 09:20 | Anastasia Grymalska v Monica Puig | 4-6,2-6 |
| French Open Women | 2019/05/29 12:05 | Kristina Kucova v Karolina Pliskova | 2-6,2-6 |
| French Open Women | 2019/05/26 12:10 | Svetlana Kuznetsova v Kristina Kucova | 4-6,2-6 |
| French Open Women | 2019/05/24 11:05 | Katie Swan v Kristina Kucova | 4-6,5-7 |
| French Open Women | 2019/05/23 10:45 | Kristina Kucova v Tamara Korpatsch | 6-4,6-3 |
| French Open Women | 2019/05/22 08:00 | Denisa Allertova v Kristina Kucova | 5-7,0-6 |
| ITF W60 La Bisbal | 2019/05/15 10:35 | Kristina Kucova v Paula Badosa | 4-6,4-6 |
| ITF W80 Dothan | 2019/04/21 16:30 | Kristina Kucova v Lauren Davis | 3-6,7-6,6-2 |
| ITF W80 Dothan | 2019/04/20 17:25 | Francesca Di Lorenzo v Kristina Kucova | 6-7,5-7 |