Gustavo Guerses defeated Jorge Montero 7-5 4-6 6-1 in the Chile 11 semi-final on clay. The upset overturned the form book — Jorge Montero came in leading the head-to-head 1–0. Gustavo Guerses claimed a first win over Jorge Montero in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2013-06-17 | USA F16 | R32 | clay | Jorge Montero | 6-0 6-7(5) 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.