Juan Pablo Brzezicki advanced when Diego Hipperdinger retired 3-2 in the Argentina 4 round of 32. Juan Pablo Brzezicki narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-09-16 | Spain F15 | QF | clay | Juan Pablo Brzezicki | 6-3 6-1 |
| 2000-05-22 | Argentina F6 | F | clay | Diego Hipperdinger | 6-3 6-1 |
| 2000-05-08 | Argentina F4 | QF | clay | Diego Hipperdinger | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.