Filippo Leonardi defeated Federico Maccari 7-6 6-3 in the Austria F6 round of 16 on clay. Filippo Leonardi extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-04-27 | Italy F7 | R16 | clay | Filippo Leonardi | 6-7(3) 6-2 6-2 |
| 2013-04-08 | Italy F3 | Q32 | clay | Federico Maccari | 6-0 3-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.