Pablo Santos advanced when Jose Checa Calvo retired 6-3 1-0 in the Spain F8 qualifying round. Pablo Santos extended the head-to-head to 7–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-01-24 | Spain F3 | QF | clay | Pablo Santos | 6-4 6-1 |
| 2010-02-08 | Spain F5 | QF | clay | Pablo Santos | 6-2 2-6 6-3 |
| 2006-01-23 | Spain F3 | R32 | clay | Pablo Santos | 6-1 6-1 |
| 2006-01-09 | Spain F1 | R16 | clay | Pablo Santos | 6-4 7-6(3) |
| 2004-08-23 | Spain F20 | R16 | clay | Pablo Santos | 6-0 6-4 |
| 2003-07-28 | Spain F16 | R16 | clay | Pablo Santos | 6-2 4-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.