| 23 Sep 19 | r55  |  Chengdu Open Edmund vs Garin |
| 23 Sep 19 | r55 | Chengdu Open Klahn vs Jung |
| 23 Sep 19 | r55 | Chengdu Open Evans vs Bai |
| 24 Sep 19 | r55 | Chengdu Open Albot vs Carreno Busta |
| 24 Sep 19 | r55 | Chengdu Open Lajovic vs Londero |
| 24 Sep 19 | r55 | Chengdu Open Verdasco vs Popyrin |
| 24 Sep 19 | r55 | Chengdu Open Fucsovics vs Harris |
| 24 Sep 19 | r55 | Chengdu Open Gerasimov vs Li |
| 25 Sep 19 | r55 | Chengdu Open Sousa vs Chung |
| 25 Sep 19 | r55 | Chengdu Open Thompson vs Pospisil |
| 25 Sep 19 | r55 | Chengdu Open Fritz vs Bublik |
| 25 Sep 19 | r55 | Chengdu Open Shapovalov vs Berankis |
| 26 Sep 19 | r55 | Chengdu Open Dimitrov vs Evans |
| 26 Sep 19 | r55 | Chengdu Open Paire vs Carreno Busta |
| 26 Sep 19 | r55 | Chengdu Open Garin vs Verdasco |
| 26 Sep 19 | r55 | Chengdu Open Shapovalov vs Klahn |
| 26 Sep 19 | r55 | Chengdu Open Auger Aliassime vs Sousa |
| 26 Sep 19 | r55 | Chengdu Open Thompson vs Bublik |
| 26 Sep 19 | r55 | Chengdu Open Lajovic vs Harris |
| 26 Sep 19 | r55 | Chengdu Open Isner vs Gerasimov |
| 27 Sep 19 | r55 | Chengdu Open Dimitrov vs Bublik |
| 27 Sep 19 | r55 | Chengdu Open Sousa vs Harris |
| 27 Sep 19 | r55 | Chengdu Open Shapovalov vs Gerasimov |
| 27 Sep 19 | r55 | Chengdu Open Garin vs Carreno Busta |
| 28 Sep 19 | r55 | Chengdu Open Bublik vs Harris |
| 28 Sep 19 | r55 | Chengdu Open Shapovalov vs Carreno Busta |
| 29 Sep 19 | r55 | Chengdu Open Carreno Busta vs Bublik |
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