Leonardo Olguin defeated Miguel Miranda 3-6 6-4 6-3 in the Chile F4 round of 32 on clay. Leonardo Olguin extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-08 | Argentina F4 | QF | clay | Miguel Miranda | 7-5 3-6 6-3 |
| 1997-09-06 | Bolivia Paraguay Masters 1 | R16 | clay | Leonardo Olguin | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.