Yoannis Montesino defeated Chris Martinez Hernandez 6-2 6-0 in the Nuevo Laredo 3 5K round of 32 on hard. The result followed the form book — Yoannis Montesino came in leading the head-to-head 1–0. Yoannis Montesino extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-27 | Nuevo Laredo 4 5K | R16 | hard | Yoannis Montesino | 6-1 6-0 |