Leonardo Kirche defeated Thiago Monteiro 4-6 6-2 6-2 in the Brazil F37 qualifying round on clay. Leonardo Kirche extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2012-05-21 | Brazil F11 | F | clay | Thiago Monteiro | 2-6 6-2 7-6(6) |
| 2010-08-30 | Brazil F22 | R32 | clay | Leonardo Kirche | 7-6(9) 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.