Diego Hipperdinger defeated Miguel Angel Lopez Jaen 6-3 6-1 in the Spain F11 round of 16 on clay. The upset overturned the form book — Miguel Angel Lopez Jaen came in leading the head-to-head 5–0, but Diego Hipperdinger had been the form player, winning 5 of their last 10 on clay. Diego Hipperdinger claimed a first win over Miguel Angel Lopez Jaen in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-08-27 | Spain F33 | R16 | clay | Miguel Angel Lopez Jaen | 6-4 6-3 |
| 2007-08-20 | Spain F32 | R32 | clay | Miguel Angel Lopez Jaen | 6-2 7-6(5) |
| 2003-04-21 | Spain F8 | SF | clay | Miguel Angel Lopez Jaen | 6-4 6-2 |
| 2003-03-31 | Spain F5 | R32 | clay | Miguel Angel Lopez Jaen | 6-2 6-4 |
| 2000-09-04 | Spain F9 | QF | clay | Miguel Angel Lopez Jaen | 4-2 4-2 4-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.