| 2010-06-21 | Wimbledon | Grass | R128 | 84 |  Teymuraz Gabashvili (WC) | 143 |  Ramon Delgado (LL) | 2-6 6-4 6-4 6-2 | H2H | 5 | 132 | 14 | 5 | 63.4% | 79.7% | 56.8% | 3/5 |
| 2010-03-11 | Indian Wells Masters | Hard | R64 | 12 |  Fernando Verdasco (10) | 165 | Ramon Delgado (Q) | 6-4 6-1 | H2H | 3 | 89 | 5 | 6 | 61.6% | 62.2% | 53.6% | 8/10 |
| 2010-03-11 | Indian Wells Masters | Hard | R128 | 165 | Ramon Delgado (Q) | 48 |  Andreas Beck | 6-7(2) 6-2 6-4 | H2H | 3 | 125 | 10 | 0 | 72.5% | 75.8% | 64.0% | 2/2 |
| 2010-03-05 | Davis Cup G2 R1: PAR vs AHO | Clay | RR | 167 | Ramon Delgado | - | AHOMartijn Van Haasteren | 6-1 6-2 6-1 | H2H | 5 | - | - | - | - | - | - | - |
| 2009-03-06 | Davis Cup G2 R1: PAR vs BAH | Clay | RR | 276 | Ramon Delgado | - |  Timothy Neilly | 6-1 6-4 6-2 | H2H | 5 | - | - | - | - | - | - | - |
| 2009-03-06 | Davis Cup G2 R1: PAR vs BAH | Clay | RR | 276 | Ramon Delgado | 1059 | Devin Mullings | 6-1 7-6(3) 6-1 | H2H | 5 | - | - | - | - | - | - | - |
| 2009-02-09 | San Jose | Hard | R32 | 139 |  John Isner (WC) | 277 | Ramon Delgado (LL) | 7-6(9) 6-4 | H2H | 3 | 87 | 22 | 1 | 76.9% | 68.3% | 61.1% | 0/1 |
| 2008-09-19 | Davis Cup G2 F: PAR vs ECU | Hard | RR | 286 | Ramon Delgado | 318 |  Julio Cesar Campozano | 6-3 6-1 6-1 | H2H | 5 | - | - | - | - | - | - | - |
| 2008-09-19 | Davis Cup G2 F: PAR vs ECU | Hard | RR | 66 | Nicolas Lapentti | 286 | Ramon Delgado | 3-6 4-6 7-6(2) 7-6(4) 6-4 | H2H | 5 | - | - | - | - | - | - | - |
| 2008-08-17 | New Haven | Hard | R64 | 434 | SLOLuka Gregorc (Q) | 293 | Ramon Delgado (Q) | 6-2 3-6 6-0 | H2H | 3 | 76 | 9 | 2 | 66.0% | 80.0% | 61.1% | 0/2 |
