Larissa Schaerer defeated Mariana Mesa 6-2 6-4 in the Bogota 25K round of 16 on clay. The upset overturned the form book — Mariana Mesa came in leading the head-to-head 1–0, but Larissa Schaerer had been the form player, winning 6 of their last 8 on clay. Larissa Schaerer claimed a first win over Mariana Mesa in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-27 | Cali 25K | QF | clay | Mariana Mesa | 6-4 2-6 6-3 |