Carlos Oliveira defeated Leonardo Kirche 6-3 3-6 7-6 in the Brazil F13 semi-final on clay. The result followed the form book — Carlos Oliveira came in leading the head-to-head 3–2. Carlos Oliveira extended the head-to-head to 4–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-17 | Brazil F15 | R16 | clay | Carlos Oliveira | 7-5 6-4 |
| 2009-06-01 | Brazil F5 | F | clay | Leonardo Kirche | 6-4 6-3 |
| 2009-05-11 | Brazil F2 | F | hard | Carlos Oliveira | 4-6 7-6(5) 7-6(8) |
| 2008-10-06 | Brazil F23 | R16 | clay | Carlos Oliveira | 6-2 6-4 |
| 2008-08-18 | Brazil F16 | SF | clay | Leonardo Kirche | 6-4 6-2 |