| Singles | |
|---|---|
| 2008 Legg Mason Tennis Classic | |
| Champion |  Juan Martín del Potro |
| Runner-up |  Viktor Troicki |
| Final score | 6–3, 6–3 |
| Draw | 32 (4Q / 3WC) |
| Seeds | 8 |
Andy Roddick was the defending champion, but lost in the quarterfinals to Viktor Troicki.
Juan Martín del Potro won in the final 6–3, 6–3, against Viktor Troicki.
Andy Roddick (quarterfinals) Juan Martín del Potro (champion)
Feliciano López (first round)
Tommy Haas (semifinals) Mardy Fish (first round)
Marat Safin (first round, retired due to a neck pain)
Marc Gicquel (first round) Marcel Granollers (first round)| Semifinals | Final | ||||||||||||
| Viktor Troicki | 6 | 6 | |||||||||||
| Igor Kunitsyn | 4 | 2 | |||||||||||
| Viktor Troicki | 3 | 3 | |||||||||||
| 2 | Juan Martín del Potro | 6 | 6 | ||||||||||
| 4 | Tommy Haas | 2 | 1 | ||||||||||
| 2 | Juan Martín del Potro | 6 | 6 | ||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | A Roddick | 6 | 77 | ||||||||||||||||||||||||
| Q |  R Delgado | 3 | 64 | 1 | A Roddick | 4 | 6 | 77 | |||||||||||||||||||
| S Grosjean | 3 | 6 | 3 | E Schwank | 6 | 4 | 62 | ||||||||||||||||||||
| E Schwank | 6 | 4 | 6 | 1 | A Roddick | 6 | 2 | 4 | |||||||||||||||||||
| V Troicki | 6 | 6 | V Troicki | 0 | 6 | 6 | |||||||||||||||||||||
| D Gremelmayr | 4 | 2 | V Troicki | 6 | 1 | 6 | |||||||||||||||||||||
| B Reynolds | 77 | 3 | 6 | B Reynolds | 4 | 6 | 4 | ||||||||||||||||||||
| 7 | M Gicquel | 62 | 6 | 4 | V Troicki | 6 | 6 | ||||||||||||||||||||
| 3 | F López | 3 | 5 | I Kunitsyn | 4 | 2 | |||||||||||||||||||||
| Q | R Kendrick | 6 | 7 | Q | R Kendrick | 2 | 77 | 5 | |||||||||||||||||||
| WC | T Dent | 63 | 6 | 1 | Q |  S Devvarman | 6 | 65 | 7 | ||||||||||||||||||
| Q | S Devvarman | 77 | 2 | 6 | Q | S Devvarman | 4 | 1 | |||||||||||||||||||
| I Kunitsyn | 68 | 6 | 6 | I Kunitsyn | 6 | 6 | |||||||||||||||||||||
| M Zverev | 710 | 4 | 2 | I Kunitsyn | 2 | 6 | 78 | ||||||||||||||||||||
 F Fognini | 7 | F Fognini | 6 | 2 | 66 | ||||||||||||||||||||||
| 6 | M Safin | 5 | r | ||||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 5 | M Fish | 7 | 4 | 2 | |||||||||||||||||||||||
 A Falla | 5 | 6 | 6 | A Falla | 77 | 713 | |||||||||||||||||||||
| F Serra | 77 | 6 | F Serra | 62 | 611 | ||||||||||||||||||||||
| WC |  U Ignatik | 63 | 3 | A Falla | 5 | 1 | |||||||||||||||||||||
| W Odesnik | 6 | 4 | 4 | 4 | T Haas | 7 | 6 | ||||||||||||||||||||
| N Mahut | 4 | 6 | 6 | N Mahut | 64 | 3 | |||||||||||||||||||||
| Q |  R de Voest | 4 | 6 | 1 | 4 | T Haas | 77 | 6 | |||||||||||||||||||
| 4 | T Haas | 6 | 4 | 6 | 4 | T Haas | 2 | 1 | |||||||||||||||||||
| 8 | M Granollers | 3 | 77 | 61 | 2 | JM del Potro | 6 | 6 | |||||||||||||||||||
| J Isner | 6 | 65 | 77 | J Isner | 6 | 77 | |||||||||||||||||||||
| D Young | 6 | 6 | D Young | 4 | 64 | ||||||||||||||||||||||
 L Horna | 3 | 1 | J Isner | 4 | 4 | ||||||||||||||||||||||
 D Sela | 78 | 6 | 2 | JM del Potro | 6 | 6 | |||||||||||||||||||||
| V Spadea | 66 | 3 | D Sela | 0 | 7 | 2 | |||||||||||||||||||||
| WC | J Levine | 2 | 3 | 2 | JM del Potro | 6 | 5 | 6 | |||||||||||||||||||
| 2 | JM del Potro | 6 | 6 | ||||||||||||||||||||||||
Radek Štěpánek was the defending champion, but chose to compete the Beijing Summer Olympics instead.
David Ferrer was the defending champion, but lost in the quarterfinals to Juan Martín del Potro.
Roger Federer defeated Rafael Nadal in the final, 6–4, 6–4 to win the men's singles title at the 2009 Madrid Open.
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