Diego Hipperdinger defeated Santiago Ventura 7-6 0-6 6-3 in the Spain F19 qualifying round on clay. The upset overturned the form book — Santiago Ventura came in leading the head-to-head 1–0, but Diego Hipperdinger had been the form player, winning 3 of their last 5 on clay. Diego Hipperdinger claimed a first win over Santiago Ventura in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-08-25 | Spain F20 | F | clay | Santiago Ventura | 6-3 4-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.