Stadium: Court 1 Round: 26
| ITF Women Ricany | 2018/08/28 08:30 | Adamescu, Cristina v Milenkovic, Kristina | 1-6,0-6 |
| ITF Women Vrnjacka Banja | 2018/08/22 11:50 | Milenkovic, Kristina v Nika Radisic | 5-7,1-6 |
| ITF Women Prague Qual | 2018/07/22 11:50 | Lister, Cornelia v Milenkovic, Kristina | 7-6,6-4 |
| ITF Women Vienna | 2018/07/17 10:00 | Jablonovska, Jana v Milenkovic, Kristina | 6-3,6-4 |
| Prokuplje, Singles W-WITF-SRB-02A | 2018/07/10 07:00 | Stojanovic, Jelena v Milenkovic, Kristina | 6-3,6-4 |
| ITF Women Aschaffenburg Qual | 2018/07/01 13:30 | Kennel, Karin v Milenkovic, Kristina | 6-2,6-2 |
| ITF Women Verbier | 2018/06/27 10:30 | Sandy Marti v Milenkovic, Kristina | 6-1,6-0 |
| ITF Women Verbier | 2018/06/25 12:15 | Peer, Andrina v Milenkovic, Kristina | 4-6,4-6 |
| ITF Women Savitaipale | 2018/08/02 10:40 | Zhuravleva, Angelina v Orpana, Oona | 6-3,6-2 |
| ITF Women Savitaipale | 2018/08/01 12:10 | Peckl, Kerstin v Orpana, Oona | 4-6,4-6 |
| ITF Women Tampere | 2018/07/28 10:15 | Orpana, Oona v Bojana Marinkovic | 1-6,3-6 |
| ITF Women Tampere | 2018/07/27 13:30 | Ukolova, Anna v Orpana, Oona | 3-6,2-6 |
| ITF Women Tampere | 2018/07/26 10:30 | Orpana, Oona v Yudanov, Marina | 7-6,6-4 |
| ITF Women Tampere | 2018/07/25 12:30 | Orpana, Oona v Tanasescu, Maria | 6-2,6-4 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2018/02/12 07:00 | Orpana, Oona v Rittberger, Sabrina | 6-4,7-6 |
| Antalya, Singles Qualifying W-WITF-TUR-08A | 2018/02/11 09:00 | Zhang, Yukun v Orpana, Oona | 3-6,1-6 |