| 06 Jan 19 | r05  |  Sydney International Klizan vs Popyrin |
| 06 Jan 19 | r05 | Sydney International Mannarino vs Thompson |
| 07 Jan 19 | r05 | Sydney International Jaziri vs Querrey |
| 07 Jan 19 | r05 | Sydney International Ramos Vinolas vs Opelka |
| 07 Jan 19 | r05 | Sydney International De Minaur vs Lajovic |
| 07 Jan 19 | r05 | Sydney International Ebden vs Andreozzi |
| 07 Jan 19 | r05 | Sydney International Nishioka vs Harrison |
| 08 Jan 19 | r05 | Sydney International Chardy vs Seppi |
| 08 Jan 19 | r05 | Sydney International Kudla vs Garcia Lopez |
| 08 Jan 19 | r05 | Sydney International Pouille vs Rublev |
| 08 Jan 19 | r05 | Sydney International Millman vs Tiafoe |
| 08 Jan 19 | r05 | Sydney International Fucsovics vs Duckworth |
| 08 Jan 19 | r05 | Sydney International Thompson vs Daniel |
| 09 Jan 19 | r05 | Sydney International Nishioka vs Rublev |
| 09 Jan 19 | r05 | Sydney International De Minaur vs Opelka |
| 09 Jan 19 | r05 | Sydney International Schwartzman vs Garcia Lopez |
| 09 Jan 19 | r05 | Sydney International Seppi vs Klizan |
| 09 Jan 19 | r05 | Sydney International Tsitsipas vs Andreozzi |
| 09 Jan 19 | r05 | Sydney International Fucsovics vs Millman |
| 09 Jan 19 | r05 | Sydney International Simon vs Querrey |
| 10 Jan 19 | r05 | Sydney International Tsitsipas vs Seppi |
| 10 Jan 19 | r05 | Sydney International Schwartzman vs Nishioka |
| 10 Jan 19 | r05 | Sydney International De Minaur vs Thompson |
| 10 Jan 19 | r05 | Sydney International Simon vs Millman |
| 11 Jan 19 | r05 | Sydney International Schwartzman vs Seppi |
| 12 Jan 19 | r05 | Sydney International De Minaur vs Simon |
| 12 Jan 19 | r05 | Sydney International De Minaur vs Seppi |
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