Aleksandra Pitak defeated Ramona Mataruga 6-3 7-6 in the W15 Cancun 21 round of 16 on hard. The upset overturned the form book — Ramona Mataruga came in leading the head-to-head 1–0. Aleksandra Pitak claimed a first win over Ramona Mataruga in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-15 | W15 Cancun 19 | R16 | hard | Ramona Mataruga | 7-6(5) 2-6 6-3 |