| 29 Apr 19 | r26  |  Millennium Estoril Open Andreozzi vs Dellien |
| 29 Apr 19 | r26 | Millennium Estoril Open Mcdonald vs Nishioka |
| 29 Apr 19 | r26 | Millennium Estoril Open Opelka vs Sousa |
| 29 Apr 19 | r26 | Millennium Estoril Open De Minaur vs Domingues |
| 30 Apr 19 | r26 | Millennium Estoril Open Fritz vs Davidovich Fokina |
| 30 Apr 19 | r26 | Millennium Estoril Open Jarry vs Jaziri |
| 30 Apr 19 | r26 | Millennium Estoril Open Carreno Busta vs Chardy |
| 30 Apr 19 | r26 | Millennium Estoril Open Millman vs Tomic |
| 30 Apr 19 | r26 | Millennium Estoril Open Cuevas vs Caruso |
| 30 Apr 19 | r26 | Millennium Estoril Open Sousa vs Popyrin |
| 30 Apr 19 | r26 | Millennium Estoril Open Lajovic vs Mayer |
| 30 Apr 19 | r26 | Millennium Estoril Open Tiafoe vs Kukushkin |
| 01 May 19 | r26 | Millennium Estoril Open Millman vs Domingues |
| 01 May 19 | r26 | Millennium Estoril Open Monfils vs Opelka |
| 01 May 19 | r26 | Millennium Estoril Open Tsitsipas vs Andreozzi |
| 01 May 19 | r26 | Millennium Estoril Open Chardy vs Davidovich Fokina |
| 02 May 19 | r26 | Millennium Estoril Open Cuevas vs Baldi |
| 02 May 19 | r26 | Millennium Estoril Open Goffin vs Sousa |
| 02 May 19 | r26 | Millennium Estoril Open Mayer vs Jaziri |
| 02 May 19 | r26 | Millennium Estoril Open Tiafoe vs Nishioka |
| 03 May 19 | r26 | Millennium Estoril Open Tsitsipas vs Domingues |
| 03 May 19 | r26 | Millennium Estoril Open Goffin vs Jaziri |
| 03 May 19 | r26 | Millennium Estoril Open Monfils vs Davidovich Fokina |
| 03 May 19 | r26 | Millennium Estoril Open Tiafoe vs Cuevas |
| 04 May 19 | r26 | Millennium Estoril Open Tsitsipas vs Goffin |
| 04 May 19 | r26 | Millennium Estoril Open Cuevas vs Davidovich Fokina |
| 05 May 19 | r26 | Millennium Estoril Open Tsitsipas vs Cuevas |
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