Stadium: Court 1 Round: 54 Ground: Clay
| ITF W15 Prokuplje | 2019/07/08 09:30 | Kristina Milenkovic v Mey Ayari | 6-1,6-0 |
| ITF W25 Stuttgart | 2019/07/02 08:00 | Iva Primorac v Kristina Milenkovic | 6-1,7-5 |
| ITF W25 Stuttgart | 2019/07/01 09:25 | Kristina Milenkovic v Alena Fomina-Klotz | 7-6,6-2 |
| ITF W25 Darmstadt | 2019/06/24 08:00 | Jule Niemeier v Kristina Milenkovic | 6-3,6-3 |
| ITF W60 Stare Splavy | 2019/06/17 10:55 | Kristina Milenkovic v Nikola Tomanova | 4-6,2-6 |
| ITF W15 Antalya | 2019/04/10 08:55 | Kristina Milenkovic v Karolina Kubanova | 6-7,5-7 |
| ITF W15 Antalya | 2019/04/09 09:30 | Kristina Milenkovic v Annika Chiara Rittberger | 6-1,6-1 |
| ITF W15 Antalya | 2019/04/08 07:15 | Kristina Milenkovic v Anfisa Danilchenko | 6-1,6-1 |
| ITF W15 Prokuplje | 2019/07/08 07:00 | Tamara Bajagic v Doroteja Joksovic | 1-6,2-6 |
| ITF W15 Prokuplje | 2019/07/03 10:15 | Doroteja Joksovic v Andjela Jocovic | 1-6,6-2,6-7 |
| ITF W15 Prokuplje | 2019/07/02 07:00 | Anna Ukolova v Doroteja Joksovic | 2-6,0-6 |
| ITF W15 Prokuplje | 2019/07/01 07:00 | Miranda Poile v Doroteja Joksovic | 3-6,2-6 |
| ITF W15 Tabarka | 2019/06/27 10:25 | Doroteja Joksovic v Nuria Brancaccio | 4-6,2-6 |
| ITF W15 Tabarka | 2019/06/25 09:25 | Giorgia Pinto v Doroteja Joksovic | 4-6,3-6 |
| ITF W15 Tabarka | 2019/06/24 14:00 | Doroteja Joksovic v Carola Cavelli | 6-1,6-0 |
| ITF W15 Tabarka | 2019/06/19 10:45 | Doroteja Joksovic v Julieta Lara Estable | 1-6,3-6 |