Federico Dondo defeated Rodrigo Monte 6-4 6-1 in the Chile 2 Masters 1 round of 16 on clay. Federico Dondo extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-08-12 | Brazil F1 | QF | clay | Rodrigo Monte | 7-6(5) 6-1 |
| 2000-09-25 | Brazil F2 | R32 | clay | Federico Dondo | 6-3 4-6 7-5 |