Stadium: Court Clay 4 Round: 44 Ground: Clay
| ITF W15 Vrnjacka Banja | 2019/08/28 10:35 | Dejana Milenkovic v Bojana Klincov | 1-6,1-6 |
| ITF W15 Vrnjacka Banja | 2019/08/27 07:00 | Izabela Gabriela Novac v Dejana Milenkovic | 6-0,6-3 |
| ITF W15 Vrnjacka Banja | 2019/08/25 06:30 | Dejana Milenkovic v Natalie Augustinova | 6-3,6-2 |
| ITF W15 Monastir | 2019/02/26 10:20 | Dalila Spiteri v Dejana Milenkovic | 6-2,6-2 |
| ITF Women Monastir | 2018/12/19 11:20 | Claudia Giovine v Dejana Milenkovic | 6-1,6-0 |
| ITF Women Monastir | 2018/12/10 08:30 | Maelys Bougrat v Dejana Milenkovic | 6-2,6-0 |
| ITF Women Monastir | 2018/12/09 10:00 | Nour Gueblaoui v Dejana Milenkovic | 3-6,5-7 |
| ITF Women Heraklion | 2018/11/11 08:00 | Dejana Milenkovic v Elena Gemovic | 3-6,1-6 |
| ITF W15 Heraklion | 2019/11/07 09:20 | Enola Chiesa v Noelia Bouzo Zanotti | 4-6,2-6 |
| ITF W15 Heraklion | 2019/11/06 11:00 | Draginja Vukovic v Enola Chiesa | 5-7,4-6 |
| ITF W15 Dijon | 2019/09/11 07:30 | Enola Chiesa v Marie Temin | 0-6,3-6 |
| ITF W15 Dijon | 2019/09/10 09:10 | Mathilde Dury v Enola Chiesa | 3-6,6-7 |
| ITF W15 Dijon | 2019/09/09 13:05 | Enola Chiesa v Coralie Garrigues | 6-2,7-5 |
| ITF W25 Trieste | 2019/09/03 11:35 | Enola Chiesa v Melanie Klaffner | 3-6,2-6 |
| ITF W25 Bagnatica | 2019/08/26 08:00 | Enola Chiesa v Eleni Kordolaimi | 2-6,1-6 |
| ITF W25 Sezze | 2019/07/30 09:25 | Corinna Dentoni v Enola Chiesa | 6-2,6-0 |