| 10‑Nov‑2003 | Masters Cup | Hard | SF | 1 | 3 | Roger Federer [SUI] d. Roddick | 7-6(2) 6-2 | (ch) | 0.49 | 7.9% | 1.6% | 73.0% | 73.9% | 35.3% | 0/2 | 1:02 |
| 10‑Nov‑2003 | Masters Cup | Hard | RR | 1 | 7 | Roddick d. Carlos Moya [ESP] | 6-2 3-6 6-3 | | 1.13 | 17.1% | 3.7% | 54.9% | 77.8% | 54.1% | 5/6 | 1:36 |
| 10‑Nov‑2003 | Masters Cup | Hard | RR | 1 | 6 | Rainer Schuettler [GER] d. Roddick | 4-6 7-6(4) 7-6(3) | | 1.05 | 10.3% | 6.9% | 52.6% | 80.3% | 45.5% | 6/8 | 2:35 |
| 10‑Nov‑2003 | Masters Cup | Hard | RR | 1 | 4 | Roddick d. Guillermo Coria [ARG] | 6-3 6-7(4) 6-3 | | 1.13 | 11.7% | 1.0% | 63.1% | 76.9% | 50.0% | 4/6 | 1:53 |
| 20‑Oct‑2003 | Basel | Carpet | SF | 2 | 9 | (4)David Nalbandian [ARG] d. (1)Roddick | 7-5 7-5 | | 0.81 | 17.1% | 1.3% | 57.9% | 63.6% | 56.3% | 2/5 | 1:35 |
| 25‑Aug‑2003 | US Open | Hard | F | 4 | 3 | (4)Roddick d. (3)Juan Carlos Ferrero [ESP] | 6-3 7-6(2) 6-3 | (ch) | 1.68 | 26.4% | 2.3% | 63.2% | 89.1% | 59.4% | 3/3 | 1:41 |
| 4‑Aug‑2003 | Canada Masters | Hard | SF | 7 | 3 | (6)Roddick d. (3)Roger Federer [SUI] | 6-4 3-6 7-6(3) | (ch) | 1.16 | 10.6% | 2.4% | 48.2% | 78.0% | 63.6% | 0/2 | 1:56 |
| 4‑Aug‑2003 | Canada Masters | Hard | R16 | 7 | 10 | (6)Roddick d. (9)Sebastien Grosjean [FRA] | 6-3 6-3 | | 1.32 | 16.4% | 6.6% | 55.7% | 82.4% | 48.1% | 7/7 | 1:15 |
| 23‑Jun‑2003 | Wimbledon | Grass | SF | 6 | 5 | (4)Roger Federer [SUI] d. (5)Roddick | 7-6(6) 6-3 6-3 | (ch) | 0.56 | 4.0% | 0.0% | 57.6% | 73.7% | 50.0% | 5/8 | 1:43 |
| 9‑Jun‑2003 | Queen's Club | Grass | SF | 7 | 2 | (3)Roddick d. (2)Andre Agassi [USA] | 6-1 6-7(5) 7-6(6) | (ch) | 1.45 | 28.4% | 2.1% | 64.2% | 83.6% | 61.8% | 2/3 | 1:57 |
| 21‑Apr‑2003 | Houston | Clay | F | 6 | 2 | (1)Andre Agassi [USA] d. (2)Roddick | 3-6 6-3 6-4 | | 0.85 | 13.1% | 2.4% | 56.0% | 68.1% | 54.1% | 0/3 | 1:35 |