| 12 Oct 08 | r60  |  Madrid Masters Stepanek vs Monaco |
| 12 Oct 08 | r60 | Madrid Masters Kiefer vs Gulbis |
| 13 Oct 08 | r60 | Madrid Masters Fish vs Darcis |
| 13 Oct 08 | r60 | Madrid Masters Almagro vs Bolelli |
| 13 Oct 08 | r60 | Madrid Masters Simon vs Andreev |
| 13 Oct 08 | r60 | Madrid Masters Cilic vs Rochus |
| 13 Oct 08 | r60 | Madrid Masters Robredo vs Seppi |
| 13 Oct 08 | r60 | Madrid Masters Berdych vs Schuettler |
| 14 Oct 08 | r60 | Madrid Masters Mathieu vs Granollers |
| 14 Oct 08 | r60 | Madrid Masters Youzhny vs Nieminen |
| 14 Oct 08 | r60 | Madrid Masters Monfils vs Fognini |
| 14 Oct 08 | r60 | Madrid Masters Kohlschreiber vs Moya |
| 14 Oct 08 | r60 | Madrid Masters Llodra vs Ginepri |
| 14 Oct 08 | r60 | Madrid Masters Soderling vs Serra |
| 14 Oct 08 | r60 | Madrid Masters Tursunov vs Hanescu |
| 14 Oct 08 | r60 | Madrid Masters Lopez vs Montanes |
| 14 Oct 08 | r60 | Madrid Masters Blake vs Simon |
| 14 Oct 08 | r60 | Madrid Masters Verdasco vs Cilic |
| 14 Oct 08 | r60 | Madrid Masters Murray vs Bolelli |
| 14 Oct 08 | r60 | Madrid Masters Gasquet vs Fish |
| 14 Oct 08 | r60 | Madrid Masters Nadal vs Gulbis |
| 15 Oct 08 | r60 | Madrid Masters Tsonga vs Granollers |
| 15 Oct 08 | r60 | Madrid Masters Davydenko vs Ginepri |
| 15 Oct 08 | r60 | Madrid Masters Karlovic vs Soderling |
| 15 Oct 08 | r60 | Madrid Masters Nalbandian vs Berdych |
| 15 Oct 08 | r60 | Madrid Masters Gonzalez vs Monfils |
| 15 Oct 08 | r60 | Madrid Masters Djokovic vs Hanescu |
| 15 Oct 08 | r60 | Madrid Masters Del Potro vs Nieminen |
| 15 Oct 08 | r60 | Madrid Masters Ferrer vs Lopez |
| 15 Oct 08 | r60 | Madrid Masters Wawrinka vs Kohlschreiber |
| 15 Oct 08 | r60 | Madrid Masters Federer vs Stepanek |
| 15 Oct 08 | r60 | Madrid Masters Roddick vs Robredo |
| 16 Oct 08 | r60 | Madrid Masters Simon vs Ginepri |
| 16 Oct 08 | r60 | Madrid Masters Murray vs Cilic |
| 16 Oct 08 | r60 | Madrid Masters Nalbandian vs Del Potro |
| 16 Oct 08 | r60 | Madrid Masters Wawrinka vs Lopez |
| 16 Oct 08 | r60 | Madrid Masters Roddick vs Monfils |
| 16 Oct 08 | r60 | Madrid Masters Nadal vs Gasquet |
| 16 Oct 08 | r60 | Madrid Masters Federer vs Tsonga |
| 16 Oct 08 | r60 | Madrid Masters Djokovic vs Karlovic |
| 17 Oct 08 | r60 | Madrid Masters Murray vs Monfils |
| 17 Oct 08 | r60 | Madrid Masters Federer vs Del Potro |
| 17 Oct 08 | r60 | Madrid Masters Nadal vs Lopez |
| 17 Oct 08 | r60 | Madrid Masters Simon vs Karlovic |
| 18 Oct 08 | r60 | Madrid Masters Federer vs Murray |
| 18 Oct 08 | r60 | Madrid Masters Nadal vs Simon |
| 19 Oct 08 | r60 | Madrid Masters Murray vs Simon |
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