Jose Checa Calvo advanced when David Diaz Ventura retired 3-6 6-4 4-0 in the Spain F30 round of 32. Jose Checa Calvo claimed a first win over David Diaz Ventura in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-05-26 | Spain F21 | SF | clay | David Diaz Ventura | 6-3 7-6(4) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.