Antonio Baldellou Esteva defeated Rui Machado 6-2 6-2 in the Spain F17 round of 32 on clay. The upset overturned the form book — Rui Machado came in leading the head-to-head 2–0, but Antonio Baldellou Esteva had been the form player, winning 3 of their last 4 on clay. Antonio Baldellou Esteva claimed a first win over Rui Machado in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-08-09 | Spain F18 | R32 | clay | Rui Machado | 6-3 6-1 |
| 2001-05-07 | Spain 5 1 | R32 | clay | Rui Machado | 3-6 7-6(8) 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.