| 14 Oct 19 | r56  |  Kremlin Cup Sevastova vs Sasnovich |
| 14 Oct 19 | r56 | Kremlin Cup Potapova vs Kalinskaya |
| 14 Oct 19 | r56 | Kremlin Cup Muchova vs Kuznetsova |
| 15 Oct 19 | r56 | Kremlin Cup Babos vs Kanepi |
| 15 Oct 19 | r56 | Kremlin Cup Vikhlyantseva vs Flipkens |
| 15 Oct 19 | r56 | Kremlin Cup Alexandrova vs Cepelova |
| 15 Oct 19 | r56 | Kremlin Cup Hercog vs Siniakova |
| 15 Oct 19 | r56 | Kremlin Cup Yastremska vs Kasatkina |
| 15 Oct 19 | r56 | Kremlin Cup Tomljanovic vs Gracheva |
| 15 Oct 19 | r56 | Kremlin Cup Kudermetova vs Jabeur |
| 15 Oct 19 | r56 | Kremlin Cup Putintseva vs Mladenovic |
| 15 Oct 19 | r56 | Kremlin Cup Sakkari vs Pavlyuchenkova |
| 16 Oct 19 | r56 | Kremlin Cup Bencic vs Hercog |
| 16 Oct 19 | r56 | Kremlin Cup Alexandrova vs Kalinskaya |
| 16 Oct 19 | r56 | Kremlin Cup Yastremska vs Flipkens |
| 16 Oct 19 | r56 | Kremlin Cup Vekic vs Muchova |
| 17 Oct 19 | r56 | Kremlin Cup Bertens vs Kanepi |
| 17 Oct 19 | r56 | Kremlin Cup Svitolina vs Kudermetova |
| 17 Oct 19 | r56 | Kremlin Cup Sevastova vs Mladenovic |
| 17 Oct 19 | r56 | Kremlin Cup Pavlyuchenkova vs Gracheva |
| 18 Oct 19 | r56 | Kremlin Cup Bertens vs Mladenovic |
| 18 Oct 19 | r56 | Kremlin Cup Bencic vs Flipkens |
| 18 Oct 19 | r56 | Kremlin Cup Muchova vs Alexandrova |
| 18 Oct 19 | r56 | Kremlin Cup Pavlyuchenkova vs Kudermetova |
| 19 Oct 19 | r56 | Kremlin Cup Bencic vs Mladenovic |
| 19 Oct 19 | r56 | Kremlin Cup Muchova vs Pavlyuchenkova |
| 20 Oct 19 | r56 | Kremlin Cup Bencic vs Pavlyuchenkova |
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