Jorge Aguilar defeated Leandro Migani 6-2 6-4 in the Chile F1A round of 32 on clay. Jorge Aguilar extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2012-02-27 | Chile F4 | SF | clay | Leandro Migani | 7-6(6) 7-5 |
| 2007-11-19 | Chile F6 | F | clay | Jorge Aguilar | 6-1 3-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.