Stadium: Campo CENTRALE Round: 25 Ground: Clay
| ITF W25 Grado | 2019/05/28 10:15 | Jessica Pieri v Nika Radisic | 6-2,6-3 |
| ITF W25 Caserta | 2019/05/22 10:40 | Marina Bassols Ribera v Jessica Pieri | 6-4,6-3 |
| ITF W25 Santa Margherita | 2019/05/04 11:00 | Gabriela Ce v Jessica Pieri | 6-3,7-6 |
| ITF W25 Santa Margherita | 2019/05/03 10:00 | Naiktha Bains v Jessica Pieri | 5-7,6-7 |
| ITF W25 Santa Margherita | 2019/05/02 11:50 | Lucrezia Stefanini v Jessica Pieri | 7-5,3-6,3-6 |
| ITF W25 Santa Margherita | 2019/05/01 11:00 | Sandra Samir v Jessica Pieri | 1-6,2-6 |
| ITF W25 Santa Margherita | 2019/04/25 13:45 | Margot Yerolymos v Jessica Pieri | 7-6,4-6,6-3 |
| ITF W25 Santa Margherita | 2019/04/24 14:10 | Martina Spigarelli v Jessica Pieri | 2-6,2-6 |
| WTA Nurnberg | 2019/05/18 08:00 | Jule Niemeier v Ashley Kratzer | 6-1,6-4 |
| ITF W100 Bonita Springs | 2019/05/09 17:10 | Veronica Cepede Royg v Ashley Kratzer | 6-3,7-6 |
| WTA Anning | 2019/04/24 04:10 | Kaylah McPhee v Ashley Kratzer | 6-4,6-2 |
| WTA Anning | 2019/04/23 04:15 | Ashley Kratzer v Xinyun Han | 1-6,6-1,6-2 |
| WTA Monterrey | 2019/03/30 17:40 | Ashley Kratzer v Miyu Kato | 6-7,6-2,3-6 |
| WTA Indian Wells | 2019/03/04 19:00 | Ashley Kratzer v Kateryna Baindl | 4-6,1-6 |
| ITF W25 Surprise | 2019/02/15 19:25 | Ashley Kratzer v Cori Gauff | 5-7,1-6 |
| ITF W25 Surprise | 2019/02/13 19:35 | Ashley Kratzer v Louisa Chirico | 7-5,6-1 |