Daniel Elsner defeated Joao Cunha Silva 6-2 7-5 in the Portugal 2 Masters 1 semi-final on carpet. The result followed the form book — Daniel Elsner came in leading the head-to-head 2–0. Daniel Elsner extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-02 | Portugal 2 Masters 2 | F | carpet | Daniel Elsner | 6-1 7-6 |
| 1999-10-02 | Portugal 2 Masters 3 | R32 | carpet | Daniel Elsner | 6-4 4-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.