Mihaela Djakovic defeated Matilda Mutavdzic 6-2 7-5 in the W25 Monzon round of 32 on hard. The upset overturned the form book — Matilda Mutavdzic came in leading the head-to-head 1–0. Mihaela Djakovic claimed a first win over Matilda Mutavdzic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-05-08 | W25 Platja D'Aro | Q32 | clay | Matilda Mutavdzic | 2-6 7-6(5) 16-14 |