Kaysie Smashey defeated Kildine Chevalier 6-4 7-5 in the Mexico City 25K round of 32 on hard. The upset overturned the form book — Kildine Chevalier came in leading the head-to-head 1–0. Kaysie Smashey claimed a first win over Kildine Chevalier in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-03-03 | Mexico Circuit 1 40K | R32 | hard | Kildine Chevalier | 4-6 6-4 7-6 |