Stadium: Center Court (3) Round: 25 Ground: Clay
| WTA Palermo | 2019/07/22 19:35 | Jessica Pieri v Aleksandra Krunic | 2-6,3-6 |
| WTA Palermo | 2019/07/21 18:00 | Laura Pigossi v Jessica Pieri | 6-4,1-6,0-6 |
| WTA Palermo | 2019/07/20 20:45 | Jessica Pieri v Daniela Seguel | 6-4,6-4 |
| Biarritz, Singles W-ITF-FRA-11A | 2019/07/16 09:00 | Jessica Pieri v Zarycka, Anastatsia | 0-6,2-6 |
| ITF W25 Torino | 2019/07/10 11:05 | Jessica Pieri v Angelica Moratelli | 2-6,2-6 |
| Biella, Singles Qualifying W-ITF-ITA-15A | 2019/07/04 12:25 | Jessica Pieri v Sherif, M. | 4-6,6-7 |
| Biella, Singles Qualifying W-ITF-ITA-15A | 2019/07/03 11:00 | Jessica Pieri v Camilla Rosatello | 6-3,4-6,6-2 |
| Montpellier, Singles W-ITF-FRA-17A | 2019/06/19 08:30 | Jessica Pieri v Amandine Hesse | 3-6,6-3,4-6 |
| ITF W25 Horb | 2019/07/27 13:00 | Simona Waltert v Oana Georgeta Simion | 6-4,6-0 |
| ITF W25 Horb | 2019/07/26 15:45 | Oana Georgeta Simion v Koelzer, Romy | 6-4,3-6,6-2 |
| ITF W25 Horb | 2019/07/25 12:00 | Ivana Popovic v Oana Georgeta Simion | 7-5,4-6,1-6 |
| ITF W25 Horb | 2019/07/24 14:25 | Anna Klasen v Oana Georgeta Simion | 2-6,0-6 |
| WTA Bucharest | 2019/07/13 07:00 | Patricia Maria Tig v Oana Georgeta Simion | 6-4,6-4 |
| ITF W25 Denain | 2019/07/03 16:25 | Oana Georgeta Simion v Tessah Andrianjafitrimo | 4-6,6-7 |
| Montpellier, Singles W-ITF-FRA-17A | 2019/06/19 16:00 | Irina Ramialison v Oana Georgeta Simion | 6-4,7-5 |
| Kaltenkirchen, Singles Qualifying W-ITF-GER-07A | 2019/06/13 09:30 | Natsumi Kawaguchi v Oana Georgeta Simion | 6-4,6-4 |