| 05 May 19 | r28  |  Mutua Madrid Open Kyrgios vs Struff |
| 05 May 19 | r28 | Mutua Madrid Open Shapovalov vs Auger Aliassime |
| 06 May 19 | r28 | Mutua Madrid Open Carreno Busta vs Opelka |
| 06 May 19 | r28 | Mutua Madrid Open Khachanov vs Munar |
| 06 May 19 | r28 | Mutua Madrid Open Lajovic vs Djere |
| 06 May 19 | r28 | Mutua Madrid Open Basilashvili vs Tiafoe |
| 06 May 19 | r28 | Mutua Madrid Open Kukushkin vs Kohlschreiber |
| 06 May 19 | r28 | Mutua Madrid Open Cilic vs Klizan |
| 06 May 19 | r28 | Mutua Madrid Open Dimitrov vs Fritz |
| 06 May 19 | r28 | Mutua Madrid Open Monfils vs Seppi |
| 06 May 19 | r28 | Mutua Madrid Open Gasquet vs Davidovich Fokina |
| 06 May 19 | r28 | Mutua Madrid Open Verdasco vs Albot |
| 07 May 19 | r28 | Mutua Madrid Open De Minaur vs Hurkacz |
| 07 May 19 | r28 | Mutua Madrid Open Goffin vs Fucsovics |
| 07 May 19 | r28 | Mutua Madrid Open Medvedev vs Pella |
| 07 May 19 | r28 | Mutua Madrid Open Wawrinka vs Herbert |
| 07 May 19 | r28 | Mutua Madrid Open Mannarino vs Sousa |
| 07 May 19 | r28 | Mutua Madrid Open Cecchinato vs Schwartzman |
| 07 May 19 | r28 | Mutua Madrid Open Fognini vs Edmund |
| 07 May 19 | r28 | Mutua Madrid Open Simon vs Dellien |
| 07 May 19 | r28 | Mutua Madrid Open Chardy vs Ramos Vinolas |
| 07 May 19 | r28 | Mutua Madrid Open Bautista Agut vs Ferrer |
| 07 May 19 | r28 | Mutua Madrid Open Millman vs Johnson |
| 07 May 19 | r28 | Mutua Madrid Open Coric vs Pouille |
| 07 May 19 | r28 | Mutua Madrid Open Djokovic vs Fritz |
| 07 May 19 | r28 | Mutua Madrid Open Cilic vs Struff |
| 07 May 19 | r28 | Mutua Madrid Open Federer vs Gasquet |
| 07 May 19 | r28 | Mutua Madrid Open Thiem vs Opelka |
| 08 May 19 | r28 | Mutua Madrid Open Nishikori vs Dellien |
| 08 May 19 | r28 | Mutua Madrid Open Tiafoe vs Kohlschreiber |
| 08 May 19 | r28 | Mutua Madrid Open Schwartzman vs Chardy |
| 08 May 19 | r28 | Mutua Madrid Open Pella vs Wawrinka |
| 08 May 19 | r28 | Mutua Madrid Open Monfils vs Fucsovics |
| 08 May 19 | r28 | Mutua Madrid Open Del Potro vs Djere |
| 08 May 19 | r28 | Mutua Madrid Open Nadal vs Auger Aliassime |
| 08 May 19 | r28 | Mutua Madrid Open Fognini vs Millman |
| 08 May 19 | r28 | Mutua Madrid Open Tsitsipas vs Mannarino |
| 08 May 19 | r28 | Mutua Madrid Open Pouille vs Hurkacz |
| 08 May 19 | r28 | Mutua Madrid Open Khachanov vs Verdasco |
| 08 May 19 | r28 | Mutua Madrid Open Zverev vs Ferrer |
| 09 May 19 | r28 | Mutua Madrid Open Cilic vs Djere |
| 09 May 19 | r28 | Mutua Madrid Open Djokovic vs Chardy |
| 09 May 19 | r28 | Mutua Madrid Open Thiem vs Fognini |
| 09 May 19 | r28 | Mutua Madrid Open Federer vs Monfils |
| 09 May 19 | r28 | Mutua Madrid Open Nishikori vs Wawrinka |
| 09 May 19 | r28 | Mutua Madrid Open Tsitsipas vs Verdasco |
| 09 May 19 | r28 | Mutua Madrid Open Zverev vs Hurkacz |
| 09 May 19 | r28 | Mutua Madrid Open Nadal vs Tiafoe |
| 10 May 19 | r28 | Mutua Madrid Open Djokovic vs Cilic |
| 10 May 19 | r28 | Mutua Madrid Open Federer vs Thiem |
| 10 May 19 | r28 | Mutua Madrid Open Zverev vs Tsitsipas |
| 10 May 19 | r28 | Mutua Madrid Open Nadal vs Wawrinka |
| 11 May 19 | r28 | Mutua Madrid Open Djokovic vs Thiem |
| 11 May 19 | r28 | Mutua Madrid Open Nadal vs Tsitsipas |
| 12 May 19 | r28 | Mutua Madrid Open Djokovic vs Tsitsipas |
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