Enzo Artoni defeated Ignacio Gonzalez King 6-3 2-6 6-4 in the Chile F2 round of 16 on clay. The result followed the form book — Enzo Artoni came in leading the head-to-head 1–0. Enzo Artoni extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-29 | Chile F6 | R32 | clay | Enzo Artoni | 3-6 7-5 6-1 |