Stadium: Court 4 Round: 54 Ground: Clay
| ITF W60 Amstelveen | 2021/07/06 09:30 | Alexandra Osborne v Verena Meliss | 4-6,2-6 |
| ITF W60 Amstelveen | 2021/07/05 10:25 | Katerina Stewart v Alexandra Osborne | 4-6,1-6 |
| ITF W25 - Hága | 2021/06/27 08:00 | Rebeca Pereira v Alexandra Osborne | 7-6,6-1 |
| ITF W15 Alkmaar | 2021/06/23 09:00 | Alexandra Osborne v Quirine Lemoine | 3-6,0-6 |
| ITF W25 Madrid | 2021/06/16 08:00 | Na-Lae Han v Alexandra Osborne | 6-4,6-0 |
| ITF W25 Madrid | 2021/06/15 07:00 | Ashlyn Krueger v Alexandra Osborne | 6-1,4-6,5-10 |
| ITF W25 Madrid | 2021/06/14 09:30 | Elizabeth Jurna v Alexandra Osborne | 1-6,4-6 |
| ITF W25 Madrid | 2021/06/13 10:00 | Alexandra Osborne v Kamilla Bartone | 6-0,6-2 |
| 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 Patricia 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 |
| ITF W15 Monastir | 2021/06/16 12:55 | Sabina Sharipova v Kristina Milenkovic | 3-6,6-4,6-2 |
| ITF W15 Monastir | 2021/06/15 10:00 | Kristina Milenkovic v Maria Fernanda Morales | 6-0,6-0 |