Diego Hipperdinger defeated Jan Weinzierl 6-7 6-2 6-4 in the Spain 6 3 round of 32 on clay. Diego Hipperdinger extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-11-27 | Spain F15 | QF | clay | Diego Hipperdinger | 6-4 6-3 |
| 1998-01-30 | Spain 2 Masters 3 | R16 | clay | Jan Weinzierl | 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.