Diego Hipperdinger defeated Jan Weinzierl 6-4 6-3 in the Spain F15 qualifying round on clay. Diego Hipperdinger extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-10-14 | Spain 6 3 | R32 | clay | Diego Hipperdinger | 6-7(3) 6-2 6-4 |
| 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.