Jorge Montero defeated Valentin Florez 6-4 6-3 in the Chile F9 qualifying round on clay. Jorge Montero extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-02-16 | Chile F1 | R16 | clay | Valentin Florez | 6-3 7-6(7) |
| 2013-12-02 | Chile F10 | R16 | clay | Jorge Montero | 6-2 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.