| 2009 Results | |||
| SA Tennis Open | |||
| Rd | Opponent | W/L | Score |
| 1 | Sergio Roitman | W | 6-2, 6-4 |
| 2 | Guillermo Garcia-Lopez | L | 4-6, 5-7 |
| Abierto Mexicano Telcel | |||
| Rd | Opponent | W/L | Score |
| 1 | Diego Junqueira | W | 7-6(7-1), 6-3 |
| 2 | Carlos Moya | W | 6-4, 7-5 |
| QF | Gael Monfils | 3-6, 7-6(7-4), 1-4, retired | |
| US Mens Clay Court Championship | |||
| Rd | Opponent | W/L | Score |
| 1 | Evgeny Korolev | L | 6-7(2-7), 6-2, 5-7 |
| Serbia Open 2009 | |||
| Rd | Opponent | W/L | Score |
| 1 | Wayne Odesnik | W | 6-3, 6-2 |
| 2 | Andreas Seppi | L | 4-6, 1-6 |
| Roland Garros | |||
| Rd | Opponent | W/L | Score |
| 1 | James Blake | W | 7-6(8-6), 7-5, 6-2 |
| 2 | Tommy Haas | L | 3-6, 6-7(2-7), 6-3, 6-4, 3-6 |
| AEGON Championships | |||
| Rd | Opponent | W/L | Score |
| 1 | Kristof Vliegen | L | 6-7(3-7), 4-6 |
| AEGON International | |||
| Rd | Opponent | W/L | Score |
| 1 | Eduardo Schwank | W | 6-4, 6-2 |
| 2 | Julien Benneteau | W | 6-4, 6-4 |
| QF | Frank Dancevic | L | 7-6(7-4), 4-6, 5-7 |
| Wimbledon | |||
| Rd | Opponent | W/L | Score |
| 1 | Oscar Hernandez | W | 6-0, 6-0, 6-3 |
| 2 | Fernando Gonzalez | L | 7-6(7-4), 4-6, 4-6, 4-6 |
| Los Angeles Tennis Open | |||
| Rd | Opponent | W/L | Score |
| 2 | Igor Kunitsyn | W | 7-6(7-5), 6-7(7-9), 6-3 |
| QF | Mardy Fish | W | , retired |
| SF | Carsten Ball | L | 5-7, 6-7(3-7) |
| Legg Mason Tennis Classic | |||
| Rd | Opponent | W/L | Score |
| 1 | Rainer Schuettler | L | 1-6, 6-3, 6-7(5-7) |
| Rogers Cup | |||
| Rd | Opponent | W/L | Score |
| 1 | Mischa Zverev | W | 7(10)-6, 6-3 |
| 2 | Fernando Verdasco | L | 1-6, 1-6 |
| Pilot Pen Tennis Presented By Schick | |||
| Rd | Opponent | W/L | Score |
| 1 | Denis Istomin | W | 6-2, 6-4 |
| 2 | Olivier Rochus | W | 6-0, 6-4 |
| 3 | Simone Bolelli | W | 6-2, 6-4 |
| QF | Igor Andreev | L | 4-6, 7-6(7-4), 3-6 |
| US Open | |||
| Rd | Opponent | W/L | Score |
| 1 | Andrey Golubev | W | 6-4, 4-6, 7-5, 6-3 |
| 2 | Radek Stepanek | L | 6-7(5-7), 3-6, 4-6 |
| Thailand Open | |||
| Rd | Opponent | W/L | Score |
| 1 | Mischa Zverev | L | 7-5, 3-6, 3-6 |
| AIG Japan Open Tennis Championships | |||
| Rd | Opponent | W/L | Score |
| 1 | Jurgen Melzer | L | 6-7(4-7), 3-6 |
| If Stockholm Open | |||
| Rd | Opponent | W/L | Score |
| 1 | Albert Montanes | W | 6-4, 6-3 |
| 2 | Thomaz Bellucci | L | 5-7, 6-3, 3-6 |
| Grand Prix de Tennis de Lyon | |||
| Rd | Opponent | W/L | Score |
| 1 | Paul-Henri Mathieu | L | 6-7(5-7), 2-6 |
| Valencia Open 500 | |||
| Rd | Opponent | W/L | Score |
| 1 | Igor Andreev | W | 6-3, 6-3 |
| 2 | Andy Murray | L | 4-6, 6-3, 3-6 |
