Stadium: Court 2 Round: 25 Ground: Clay
| ITF W60 Zagreb | 2019/09/02 09:40 | Nina Potocnik v Milkova, Barbora | 7-5,6-4 |
| ITF W60 Zagreb | 2019/09/01 07:00 | Pavkovic, Marina v Milkova, Barbora | 2-6,1-6 |
| ITF W25 Leipzig | 2019/08/16 10:50 | Milkova, Barbora v Jule Niemeier | 4-6,2-6 |
| ITF W25 Leipzig | 2019/08/15 09:00 | Milkova, Barbora v Detiuc, Anastasia | 6-3,6-1 |
| ITF W25 Leipzig | 2019/08/14 11:40 | Marie Benoit v Milkova, Barbora | 3-6,6-7 |
| ITF W25 Leipzig | 2019/08/13 10:45 | Cristina Dinu v Milkova, Barbora | 5-7,6-4,8-10 |
| ITF W25 Leipzig | 2019/08/12 14:25 | Greiner, Lena v Milkova, Barbora | 1-6,5-7 |
| Olomouc, Singles Qualifying W-ITF-CZE-07A | 2019/08/07 13:15 | Nikola Breckova v Milkova, Barbora | 6-2,4-6,6-2 |
| Arad, Singles Qualifying W-ITF-ROU-05A | 2019/09/18 07:00 | Burger, Cindy v Caregaro, Martina | 6-2,6-3 |
| ITF W25 Trieste | 2019/09/07 11:20 | Caregaro, Martina v Elisabetta Cocciaretto | 7-6,2-6,1-6 |
| ITF W25 Trieste | 2019/09/06 10:25 | Julia Terziyska v Caregaro, Martina | 2-6,1-6 |
| ITF W25 Trieste | 2019/09/05 08:00 | Cristina Dinu v Caregaro, Martina | 3-6,6-3,1-6 |
| ITF W25 Trieste | 2019/09/04 08:25 | Arshinkova, Petia v Caregaro, Martina | 4-6,1-6 |
| Bagnatica, Singles Qualifying W-ITF-ITA-19A | 2019/09/01 13:30 | Caregaro, Martina v Tamara Korpatsch | 1-6,2-6 |
| Bagnatica, Singles Qualifying W-ITF-ITA-19A | 2019/08/31 14:00 | Caregaro, Martina v Elisabetta Cocciaretto | 7-5,6-1 |
| Bagnatica, Singles Qualifying W-ITF-ITA-19A | 2019/08/30 14:30 | Caregaro, Martina v Amandine Hesse | 6-1,3-6,6-3 |