[32] Maria Sakkari 6-4,2-6,6-7 Alison Riske [37] 2019-05-10 20:50
Stadium: Rogers 5G Grandstand Round: 24 Ground: Hardcourt outdoor
Home History
| WTA Madrid | 2019/05/05 14:55 | Maria Sakkari v Carla Suarez Navarro | 3-6,3-6 |
| WTA Rabat | 2019/05/04 14:00 | Maria Sakkari v Johanna Konta | 2-6,6-4,6-1 |
| WTA Rabat | 2019/05/03 14:45 | Maria Sakkari v Alison Van Uytvanck | 6-4,6-4 |
| WTA Rabat | 2019/05/02 16:15 | Elise Mertens v Maria Sakkari | 4-6,6-7 |
| WTA Rabat | 2019/05/01 12:15 | Isabella Shinikova v Maria Sakkari | 4-6,4-6 |
| WTA Rabat | 2019/04/30 10:00 | Olga Danilovic v Maria Sakkari | 0-6,2-6 |
| WTA Istanbul | 2019/04/23 14:15 | Maria Sakkari v Veronika Kudermetova | 3-6,4-6 |
| WTA Charleston | 2019/04/05 18:40 | Caroline Wozniacki v Maria Sakkari | 6-2,6-2 |
Away History
| WTA Madrid | 2019/05/05 17:45 | Alison Riske-Amritraj v Johanna Konta | 4-6,1-6 |
| WTA Monterrey | 2019/04/02 16:00 | Sachia Vickery v Alison Riske-Amritraj | 7-6,6-1 |
| WTA Miami | 2019/03/22 15:00 | Alison Riske-Amritraj v Su-Wei Hsieh | 2-6,5-7 |
| WTA Miami | 2019/03/21 15:00 | Kaia Kanepi v Alison Riske-Amritraj | 2-6,2-6 |
| WTA Indian Wells | 2019/03/07 20:30 | Alison Riske-Amritraj v Alison Van Uytvanck | 6-7,4-6 |
| WTA Indian Wells | 2019/02/28 18:00 | Jennifer Brady v Alison Riske-Amritraj | 6-3,7-6 |
| WTA Indian Wells | 2019/02/27 18:00 | Yanina Wickmayer v Alison Riske-Amritraj | 6-3,3-6,3-6 |
| WTA Dubai | 2019/02/20 13:20 | Alison Riske-Amritraj v Karolina Pliskova | 6-7,6-7 |