Guillermo Duran advanced when Juan Pablo Amado retired 5-1 in the Chile F15 round of 32. Guillermo Duran narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-06-13 | Argentina F7 | SF | clay | Juan Pablo Amado | 6-4 6-4 |
| 2011-05-02 | Argentina F4 | QF | clay | Juan Pablo Amado | 6-3 7-6(3) |
| 2010-08-09 | Argentina F16 | SF | clay | Guillermo Duran | 6-4 7-5 |
| 2009-04-13 | Argentina F1 | R16 | clay | Juan Pablo Amado | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.