Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF W25 Telavi | 2021/07/19 08:45 | Martina Spigarelli v Kristina Milenkovic | 6-3,6-3 |
| ITF W25 Telavi | 2021/07/12 06:00 | Alexandra Osborne v Kristina Milenkovic | 6-2,6-4 |
| ITF W25 Telavi | 2021/07/11 06:30 | Anamaria Kurtsikashvili v Kristina Milenkovic | 6-4,0-6,5-10 |
| ITF W15 Prokuplje | 2021/07/05 09:45 | Anita Bertoloni v Kristina Milenkovic | 6-1,6-3 |
| ITF W15 Prokuplje | 2021/07/04 09:30 | Kristina Milenkovic v Elena Gemovic | 6-1,6-2 |
| ITF W15 Prokuplje | 2021/06/28 11:30 | Karola Bejenaru v Kristina Milenkovic | 2-6,6-1,10-8 |
| ITF W25 Klosters | 2021/06/21 11:00 | Alexandra Vecic v Kristina Milenkovic | 6-3,6-3 |
| ITF W25 Klosters | 2021/06/20 14:20 | Ayline Esina Samardzic v Kristina Milenkovic | 0-6,0-6 |