Kepler Orellana defeated Francisco Rodriguez 6-3 6-2 in the USA F5 round of 16 on hard. The upset overturned the form book — Francisco Rodriguez came in leading the head-to-head 2–0. Kepler Orellana claimed a first win over Francisco Rodriguez in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-13 | Jamaica F10 | F | hard | Francisco Rodriguez | 6-2 6-4 |
| 2002-08-12 | USA F24 | R32 | hard | Francisco Rodriguez | 6-4 7-5 |