Gabriel Keymer defeated Miguel Miranda 6-0 6-7 6-0 in the Chile F1 round of 16 on clay. Gabriel Keymer extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Chile F3 | R32 | clay | Gabriel Keymer | 6-0 6-4 |
| 1997-05-03 | Chile 1 Masters 3 | SF | clay | Miguel Miranda | 7-5 6-4 |