[32] Maria Sakkari 6-4,2-6,6-7 Alison Riske [37] 2019-08-06 18:50
Stadium: Grandstand Round: 24 Ground: Hardcourt outdoor
Home History
| WTA San Jose | 2019/08/03 21:00 | Maria Sakkari v Saisai Zheng | 6-7,2-6 |
| WTA San Jose | 2019/08/02 21:15 | Elina Svitolina v Maria Sakkari | 6-1,6-7,3-6 |
| WTA San Jose | 2019/07/31 18:00 | Mayo Hibi v Maria Sakkari | 6-4,4-6,2-6 |
| WTA San Jose | 2019/07/30 00:15 | Ekaterina Alexandrova v Maria Sakkari | 1-6,4-6 |
| Wimbledon Women | 2019/07/05 10:00 | Elina Svitolina v Maria Sakkari | 6-3,6-7,6-2 |
| Wimbledon Women | 2019/07/03 10:00 | Marie Bouzkova v Maria Sakkari | 4-6,1-6 |
| Wimbledon Women | 2019/07/01 10:00 | Bernarda Pera v Maria Sakkari | 6-7,3-6 |
| WTA Eastbourne | 2019/06/25 13:30 | Maria Sakkari v Johanna Konta | 4-6,6-7 |
Away History
| WTA Toronto | 2019/08/04 14:00 | Alison Riske-Amritraj v Varvara Lepchenko | 6-4,6-4 |
| WTA Toronto | 2019/08/03 14:00 | Alison Riske-Amritraj v Carol Zhao | 6-2,6-1 |
| Wimbledon Women | 2019/07/09 12:00 | Alison Riske-Amritraj v Serena Williams | 4-6,6-4,3-6 |
| Wimbledon Women | 2019/07/08 10:00 | Ashleigh Barty v Alison Riske-Amritraj | 6-3,2-6,3-6 |
| Wimbledon Women | 2019/07/06 10:00 | Alison Riske-Amritraj v Belinda Bencic | 4-6,6-4,6-4 |
| Wimbledon Women | 2019/07/04 11:50 | Alison Riske-Amritraj v Ivana Jorovic | 6-2,6-7,9-7 |
| Wimbledon Women | 2019/07/02 17:40 | Donna Vekic v Alison Riske-Amritraj | 6-3,3-6,5-7 |
| WTA Mallorca | 2019/06/18 13:50 | Paula Badosa v Alison Riske-Amritraj | 6-7,7-5,7-5 |
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