Anastasia Nefedova defeated Alyssa Tobita 2-6 6-2 6-4 in the W15 Cancun 7 round of 32 on hard. The upset overturned the form book — Alyssa Tobita came in leading the head-to-head 1–0. Anastasia Nefedova claimed a first win over Alyssa Tobita in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-08-30 | W15 Cancun 21 | R16 | hard | Alyssa Tobita | 6-1 6-2 |