Gabriel Frias advanced when Santiago Ventura retired 6-2 1-0 in the Spain F6 round of 32. Gabriel Frias claimed a first win over Santiago Ventura in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-08-20 | Spain F7 | R32 | clay | Santiago Ventura | 7-6(4) 7-6(5) |
| 2000-04-07 | Spain 4 1 | QF | clay | Santiago Ventura | 5-7 6-2 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.