Stadium: Clay Court 2 Round: 44 Ground: Clay
| ITF - W15 Héraklion | 2019/11/10 07:30 | Milenkovic, Dejana v Enola Chiesa | 1-6,3-6 |
| ITF W15 Vrnjacka Banja | 2019/08/28 10:35 | Milenkovic, Dejana v Klincov, Bojana | 1-6,1-6 |
| ITF W15 Vrnjacka Banja | 2019/08/27 07:00 | Novac, Izabela Gabriela v Milenkovic, Dejana | 6-0,6-3 |
| ITF W15 Vrnjacka Banja | 2019/08/25 06:30 | Milenkovic, Dejana v Augustinova, Natalie | 6-3,6-2 |
| ITF - W15 Monastir | 2019/02/26 10:20 | Dalila Spiteri v Milenkovic, Dejana | 6-2,6-2 |
| ITF Women Monastir | 2018/12/19 11:20 | Claudia Giovine v Milenkovic, Dejana | 6-1,6-0 |
| ITF Women Monastir | 2018/12/10 08:30 | Maelys Bougrat v Milenkovic, Dejana | 6-2,6-0 |
| ITF Women Monastir | 2018/12/09 10:00 | Gueblaoui, Nour v Milenkovic, Dejana | 3-6,5-7 |
| Arad, Singles Qualifying W-ITF-ROU-05A | 2019/09/15 11:30 | Surova, Viktoria v Alessia Beatrice Ciuca | 6-1,6-3 |
| ITF - W15 Focsani | 2019/09/12 11:10 | Alessia Beatrice Ciuca v Andreea Prisacariu | 3-6,3-6 |
| ITF - W15 Focsani | 2019/09/11 14:20 | Stefana Lazar v Alessia Beatrice Ciuca | 1-6,2-6 |
| ITF - W15 Focsani | 2019/09/09 07:00 | Alessia Beatrice Ciuca v Juric, Ivonne | 6-0,6-3 |
| Curtea De Arges, Singles W-ITF-ROU-03A | 2019/09/05 12:00 | Alessia Beatrice Ciuca v Oana Georgeta Simion | 4-6,2-6 |
| Curtea De Arges, Singles W-ITF-ROU-03A | 2019/09/04 11:50 | Alessia Beatrice Ciuca v Ilinca D Amariei | 6-1,6-1 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2018/11/26 06:30 | Furuya, Michiru v Alessia Beatrice Ciuca | 6-3,6-1 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2018/11/25 07:00 | Alessia Beatrice Ciuca v Rajmohan, Niditra | 6-2,7-5 |