Adrian Menendez Maceiras defeated Marcos Jimenez Letrado 6-4 6-4 in the Spain F27 round of 16 on hard. Adrian Menendez Maceiras extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-03-07 | Portugal F3 | R32 | hard | Adrian Menendez Maceiras | 7-5 1-0 |
| 2004-07-26 | Spain F16 | QF | clay | Marcos Jimenez Letrado | 6-4 7-6(3) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.