| 2012-02-10 | Davis Cup G1 R1: SLO vs DEN | Hard | RR | 685 | SLOJanez Semrajc | - |  Kristian Pless | 7-6(5) 6-3 | H2H | 3 | - | - | - | - | - | - | - |
| 2012-02-10 | Davis Cup G1 R1: SLO vs DEN | Hard | RR | 111 | SLOGrega Zemlja | - | Kristian Pless | 6-0 6-1 6-4 | H2H | 5 | - | - | - | - | - | - | - |
| 2008-07-14 | Indianapolis | Hard | R32 | 110 |  Benjamin Becker | 128 | Kristian Pless | 6-3 6-4 | H2H | 3 | 85 | 10 | 2 | 52.1% | 76.3% | 54.3% | 6/7 |
| 2008-07-07 | Newport | Grass | R32 | 193 |  Mikhail Ledovskikh | 129 | Kristian Pless | 4-6 7-5 6-4 | H2H | 3 | 103 | 7 | 8 | 54.1% | 69.8% | 37.8% | 4/11 |
| 2007-08-27 | US Open | Hard | R128 | 67 |  Xavier Malisse | 99 | Kristian Pless | 6-4 6-7(5) 6-3 7-5 | H2H | 5 | 158 | 21 | 4 | 57.0% | 69.8% | 60.0% | 8/10 |
| 2007-06-25 | Wimbledon | Grass | R128 | 13 | Mikhail Youzhny (14) | 80 | Kristian Pless | 6-4 6-2 6-4 | H2H | 5 | 89 | 8 | 3 | 77.8% | 81.0% | 50.0% | 4/4 |
| 2007-06-17 | 's-Hertogenbosch | Grass | R32 | - |  Yves Allegro (LL) | 82 | Kristian Pless | 7-6(4) 3-6 6-4 | H2H | 3 | 110 | 12 | 2 | 69.1% | 73.1% | 56.7% | 7/9 |
| 2007-06-11 | Queen's Club | Grass | R64 | 121 |  Jo-Wilfried Tsonga (Q) | 79 | Kristian Pless | 7-6(2) 6-0 | H2H | 3 | 60 | 5 | 2 | 63.6% | 82.9% | 65.0% | 1/2 |
| 2007-05-28 | Roland Garros | Clay | R64 | 19 |  Marcos Baghdatis (16) | 81 | Kristian Pless | 7-5 6-3 6-4 | H2H | 5 | 114 | 7 | 3 | 43.5% | 72.5% | 65.4% | 3/5 |
| 2007-05-28 | Roland Garros | Clay | R128 | 81 | Kristian Pless | 104 |  Yen-Hsun Lu | 6-3 6-2 7-6(1) | H2H | 5 | 103 | 6 | 3 | 70.5% | 80.0% | 78.3% | 2/3 |
