| 18‑Oct‑2004 | Madrid Masters | Hard | R32 | 54 | 5 | (1)Tim Henman [GBR] d. Costa | 6-4 6-2 | | 0.76 | 7.0% | 3.5% | 59.6% | 55.9% | 43.5% | 5/10 | 1:25 |
| 20‑May‑2002 | Dusseldorf | Clay | RR | 22 | 6 | Costa d. Tim Henman [GBR] | 4-6 6-3 6-2 | | 1.40 | 2.6% | 2.6% | 59.0% | 78.3% | 62.5% | 2/3 | 2:01 |
| 30‑Jul‑2001 | Canada Masters | Hard | R32 | 44 | 8 | Costa d. (7)Tim Henman [GBR] | 7-6(3) 4-6 6-1 | | 1.05 | 0.9% | 1.8% | 68.1% | 62.3% | 58.3% | 8/11 | 2:21 |
| 7‑May‑2001 | Rome Masters | Clay | R64 | 38 | 10 | (9)Tim Henman [GBR] d. Costa | 6-2 3-6 6-1 | | 0.81 | 0.0% | 6.4% | 67.0% | 55.6% | 38.7% | 8/14 | 2:02 |
| 16‑Apr‑2001 | Monte Carlo Masters | Clay | R16 | 36 | 12 | (8)Tim Henman [GBR] d. Costa | 2-6 7-6(6) 6-1 | | 0.93 | 2.0% | 2.0% | 78.2% | 63.3% | 40.9% | 10/13 | 2:27 |
| 5‑Mar‑2001 | Scottsdale | Hard | R32 | 31 | 10 | (6)Tim Henman [GBR] d. Costa | 6-1 6-2 | | 0.41 | 10.0% | 2.5% | 52.5% | 52.4% | 36.8% | 1/5 | 0:54 |
| 13‑Nov‑2000 | Paris Masters | Carpet | R32 | 32 | 10 | Costa d. (9)Tim Henman [GBR] | 6-4 6-4 | | 1.12 | 7.2% | 4.3% | 60.9% | 78.6% | 48.1% | 4/5 | 1:31 |
| 30‑Oct‑2000 | Stuttgart Masters | Hard | R32 | 31 | 10 | (9)Tim Henman [GBR] d. Costa | 6-2 6-3 | | 0.51 | 3.8% | 1.9% | 60.4% | 50.0% | 42.9% | 4/9 | 1:08 |
| 6‑Mar‑2000 | Scottsdale | Hard | SF | 16 | 11 | (5)Tim Henman [GBR] d. (7)Costa | 6-3 6-3 | | 0.49 | 3.3% | 0.0% | 59.0% | 58.3% | 60.0% | 5/8 | 1:09 |
| 3‑Aug‑1998 | Canada Masters | Hard | R16 | 13 | 12 | (7)Tim Henman [GBR] d. (9)Costa | 7-6(2) 6-2 | | 0.78 | 0.0% | 3.1% | 78.5% | 62.7% | 42.9% | 4/7 | 1:19 |