Albert Montanes defeated Oscar Martinez Dieguez 6-2 6-3 in the Spain 5 Masters 1 semi-final on clay. The upset overturned the form book — Oscar Martinez Dieguez came in leading the head-to-head 1–0. Albert Montanes claimed a first win over Oscar Martinez Dieguez in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-12 | Spain F2 | QF | clay | Oscar Martinez Dieguez | 6-4 4-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.