Diego Acuna defeated Miguel Gallardo Valles 6-3 7-5 in the Mexico F17 round of 32 on hard. The upset overturned the form book — Miguel Gallardo Valles came in leading the head-to-head 1–0. Diego Acuna claimed a first win over Miguel Gallardo Valles in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-24 | Mexico 1 Masters 1 | R32 | hard | Miguel Gallardo Valles | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.