| ITF W15 Antalya | 05/26 10:00 | 26 | Diana Demidova v Paulina Milosavljevic | 7-5,4-6,6-4 | |
| ITF W15 Antalya | 05/25 12:10 | 25 | Beatris Spasova v Paulina Milosavljevic | 4-6,3-6 | |
| ITF W15 Antalya | 05/24 06:55 | 62 | Fanny Norin v Paulina Milosavljevic | 2-6,0-6 | |
| ITF W15 Antalya | 05/23 11:05 | 62 | Daniela Darta Feldmane v Paulina Milosavljevic | 1-6,1-6 | |
| ITF W15 Antalya | 05/18 10:35 | 25 | Giulia Carbonaro v Paulina Milosavljevic | 6-4,6-4 | |
| ITF W15 Antalya | 05/17 08:15 | 62 | Anastasia Abbagnato v Paulina Milosavljevic | 6-3,0-6,8-10 | |
| ITF W15 Antalya | 05/16 10:55 | 62 | Zeynep Su Yavuz v Paulina Milosavljevic | 2-6,0-6 | |
| ITF W15 Banja Luka | 05/31 11:00 | 44 | Nikol Palecek v Paulina Milosavljevic | 6-3,6-2 | |
| ITF W15 Banja Luka | 05/30 09:30 | 44 | Karolina Novakova v Paulina Milosavljevic | 6-0,5-7,7-10 | |
| ITF W15 Antalya | 05/18 07:00 | 62 | Ilay Yoruk v Paulina Milosavljevic | 6-4,6-1 | |
| ITF W15 Antalya | 05/17 07:00 | 62 | Paulina Milosavljevic v Maja Radenkovic | 6-7,6-4,10-3 | |
| ITF W15 Antalya | 05/16 07:00 | 62 | Zineb El Ouazzani v Paulina Milosavljevic | 2-6,1-6 | |
| ITF W15 Antalya | 05/10 07:00 | 62 | Paulina Milosavljevic v Romana Cisovska | 0-6,0-6 | |
| ITF W15 Antalya | 05/09 07:00 | 62 | Stefanie Auer v Paulina Milosavljevic | 6-4,5-7,8-10 | |
| ITF W15 Antalya | 05/22 08:50 | 25 | Paulina Milosavljevic v Nora Niedmers | 6-7,3-6 | |
| ITF W15 Antalya | 05/21 07:15 | 54 | Paulina Milosavljevic v Andjela Jocovic | 7-5,6-4 | |
| ITF Women Prokuplje | 07/11 11:15 | 25 | Draginja Vukovic v Paulina Milosavljevic | 6-0,6-2 | |
| ITF Women Prokuplje Qual | 07/08 12:00 | 62 | Viktoria Surova v Paulina Milosavljevic | 4-6,5-7 | |
| ITF Women Prokuplje Qual | 07/08 07:00 | 62 | Paulina Milosavljevic v Andjela Reljic | 6-1,6-0 | |
| ITF Women Prokuplje | 07/05 09:00 | 26 | Gabriela Pantuckova v Paulina Milosavljevic | 6-0,6-0 | |
| ITF Women Prokuplje | 07/03 12:00 | 25 | Bojana Klincov v Paulina Milosavljevic | 4-6,1-6 | |
| ITF Women Prokuplje Qual | 07/02 07:00 | 62 | Le Yi Liu v Paulina Milosavljevic | 1-6,0-6 | |
| ITF Women Prokuplje Qual | 06/30 07:00 | 62 | Polina Lyuksheva v Paulina Milosavljevic | 4-6,1-6 | |
| ITF Women Antalya | 03/04 07:00 | 44 | Kristyna Hrabalova v Paulina Milosavljevic | 7-5,6-2 | |
| ITF Women Antalya | 02/28 11:40 | 25 | Zhima Du v Paulina Milosavljevic | 6-3,6-1 | |
| ITF Women Antalya | 02/27 07:00 | 44 | Ana Biskic v Paulina Milosavljevic | 6-1,1-6,2-6 | |
| ITF Women Antalya | 02/26 07:00 | 44 | Paulina Milosavljevic v Nikola Tomanova | 6-1,6-0 | |
| ITF Women Stockholm | 11/02 11:00 | 25 | Brenda Njuki v Paulina Milosavljevic | 6-3,4-6,6-2 | |
| ITF Women Stockholm Qual | 10/31 11:00 | 54 | Paulina Milosavljevic v Jennifer Jussi | 5-7,6-0,6-0 | |
| ITF Women Stockholm Qual | 10/30 09:00 | 54 | Antonia Ekroth v Paulina Milosavljevic | 2-6,2-6 |