Valentin Florez defeated Daniel Dutra Da Silva 6-3 2-6 6-3 in the Chile F1 qualifying round on clay. The upset overturned the form book — Daniel Dutra Da Silva came in leading the head-to-head 1–0. Valentin Florez claimed a first win over Daniel Dutra Da Silva in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-05-23 | Paraguay F2 | QF | clay | Daniel Dutra Da Silva | 6-1 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.