Ramona Mataruga defeated Aleksandra Pitak 7-6 2-6 6-3 in the W15 Cancun 19 round of 16 on hard. The upset overturned the form book — Aleksandra Pitak came in leading the head-to-head 1–0. Ramona Mataruga claimed a first win over Aleksandra Pitak in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-29 | W15 Cancun 21 | R16 | hard | Aleksandra Pitak | 6-3 7-6(4) |