Antonio Baldellou Esteva defeated Marc Marco Ripoll 6-2 6-1 in the Spain F16 round of 16 on hard. The upset overturned the form book — Marc Marco Ripoll came in leading the head-to-head 1–0. Antonio Baldellou Esteva claimed a first win over Marc Marco Ripoll in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-15 | Spain 7 Masters 3 | R32 | clay | Marc Marco Ripoll | 6-4 7-6 |