Jorge Aguilar defeated Juan Sebastian Vivanco 6-4 6-2 in the Chile F16 round of 16 on clay. The result followed the form book — Jorge Aguilar came in leading the head-to-head 5–0. Jorge Aguilar extended the head-to-head to 6–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-11-21 | Chile F14 | R32 | clay | Jorge Aguilar | 6-0 6-4 |
| 2009-11-02 | Chile F5 | QF | clay | Jorge Aguilar | 6-4 6-4 |
| 2009-10-26 | Chile F4 | R32 | clay | Jorge Aguilar | 3-6 7-6(3) 6-1 |
| 2008-10-13 | Chile F2 | R32 | clay | Jorge Aguilar | 6-1 6-1 |
| 2007-10-22 | Chile F2 | R16 | clay | Jorge Aguilar | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.