Nicolas Massu defeated Carlos Castellanos 6-2 6-1 in the Spain F6 semi-final on clay. The result followed the form book — Nicolas Massu came in leading the head-to-head 1–0. Nicolas Massu extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-04-28 | Great Britain F5 | R32 | clay | Nicolas Massu | 6-1 6-7 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.