Damiano Di Ienno defeated Filippo Leonardi 6-4 6-7 6-2 in the Latvia F1 round of 16 on clay. The upset overturned the form book — Filippo Leonardi came in leading the head-to-head 1–0. Damiano Di Ienno claimed a first win over Filippo Leonardi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-05-26 | Italy F16 | R32 | clay | Filippo Leonardi | 6-2 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.