Francisco Rodriguez defeated Kepler Orellana 6-4 7-5 in the USA F24 round of 32 on hard. Francisco Rodriguez extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-02-23 | USA F5 | R16 | hard | Kepler Orellana | 6-3 6-2 |
| 2003-10-13 | Jamaica F10 | F | hard | Francisco Rodriguez | 6-2 6-4 |