Patrick Sommer defeated Santiago Ventura 6-4 6-1 in the Portugal 4 Masters 2 round of 32 on carpet. Patrick Sommer extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-02 | Portugal 2 Masters 3 | SF | carpet | Santiago Ventura | 7-6 6-4 |
| 1997-09-27 | Portugal 4 Masters 3 | R16 | carpet | Patrick Sommer | 6-2 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.