Leandro Migani defeated Jorge Aguilar 7-6 7-5 in the Chile F4 semi-final on clay. The upset overturned the form book — Jorge Aguilar came in leading the head-to-head 2–0. Leandro Migani claimed a first win over Jorge Aguilar in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-11-19 | Chile F6 | F | clay | Jorge Aguilar | 6-1 3-6 7-5 |
| 2004-08-02 | Chile F1A | R32 | clay | Jorge Aguilar | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.