| 16 Sep 19 | r54  |  St. Petersburg Open Mannarino vs Travaglia |
| 16 Sep 19 | r54 | St. Petersburg Open Kukushkin vs Sinner |
| 17 Sep 19 | r54 | St. Petersburg Open Dzumhur vs Tipsarevic |
| 17 Sep 19 | r54 | St. Petersburg Open Carballes Baena vs Klizan |
| 17 Sep 19 | r54 | St. Petersburg Open Gerasimov vs Rosol |
| 17 Sep 19 | r54 | St. Petersburg Open Donskoy vs Viola |
| 17 Sep 19 | r54 | St. Petersburg Open Berankis vs Sela |
| 17 Sep 19 | r54 | St. Petersburg Open Rublev vs Ivashka |
| 18 Sep 19 | r54 | St. Petersburg Open Sousa vs Kovalik |
| 18 Sep 19 | r54 | St. Petersburg Open Fucsovics vs Vatutin |
| 18 Sep 19 | r54 | St. Petersburg Open Fabbiano vs Caruso |
| 18 Sep 19 | r54 | St. Petersburg Open Ruud vs Bublik |
| 18 Sep 19 | r54 | St. Petersburg Open Kukushkin vs Dzumhur |
| 18 Sep 19 | r54 | St. Petersburg Open Mannarino vs Gerasimov |
| 19 Sep 19 | r54 | St. Petersburg Open Coric vs Fucsovics |
| 19 Sep 19 | r54 | St. Petersburg Open Ruud vs Caruso |
| 19 Sep 19 | r54 | St. Petersburg Open Berrettini vs Carballes Baena |
| 19 Sep 19 | r54 | St. Petersburg Open Khachanov vs Sousa |
| 19 Sep 19 | r54 | St. Petersburg Open Medvedev vs Donskoy |
| 19 Sep 19 | r54 | St. Petersburg Open Rublev vs Berankis |
| 20 Sep 19 | r54 | St. Petersburg Open Coric vs Ruud |
| 20 Sep 19 | r54 | St. Petersburg Open Kukushkin vs Sousa |
| 20 Sep 19 | r54 | St. Petersburg Open Berrettini vs Gerasimov |
| 20 Sep 19 | r54 | St. Petersburg Open Medvedev vs Rublev |
| 21 Sep 19 | r54 | St. Petersburg Open Coric vs Sousa |
| 21 Sep 19 | r54 | St. Petersburg Open Medvedev vs Gerasimov |
| 22 Sep 19 | r54 | St. Petersburg Open Medvedev vs Coric |
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