Madeleine Kobelt defeated Chanelle Van Nguyen 3-6 6-3 7-6 in the W15 Cancun 20 round of 32 on hard. The upset overturned the form book — Chanelle Van Nguyen came in leading the head-to-head 1–0. Madeleine Kobelt claimed a first win over Chanelle Van Nguyen in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-11-11 | W25 Orlando | Q32 | hard | Chanelle Van Nguyen | 6-1 3-6 10-5 |