[9] Kiki Bertens 6-3,2-6,7-5 Anett Kontaveit [26] 2020-01-09 11:35
Stadium: Pat Rafter Arena Round: 26 Ground: Hardcourt outdoor
Head to Head
| WTA Cincinnati | 2018/08/16 23:00 | Anett Kontaveit v Kiki Bertens | 3-6,6-2,3-6 |
| WTA Gstaad | 2017/07/23 09:30 | Anett Kontaveit v Kiki Bertens | 4-6,6-3,1-6 |
Home History
| WTA Brisbane | 2020/01/07 05:50 | Kiki Bertens v Dayana Yastremska | 6-4,1-6,6-3 |
| WTA Finals | 2019/10/29 10:30 | Ashleigh Barty v Kiki Bertens | 6-3,3-6,4-6 |
| WTA Zhuhai | 2019/10/27 05:00 | Kiki Bertens v Aryna Sabalenka | 4-6,2-6 |
| WTA Zhuhai | 2019/10/26 07:00 | Kiki Bertens v Saisai Zheng | 2-6,6-3,6-4 |
| WTA Zhuhai | 2019/10/24 11:00 | Kiki Bertens v Dayana Yastremska | 6-4,6-3 |
| WTA Zhuhai | 2019/10/22 07:45 | Kiki Bertens v Donna Vekic | 7-6,6-2 |
| WTA Moscow | 2019/10/18 09:00 | Kristina Mladenovic v Kiki Bertens | 6-4,2-6,6-1 |
| WTA Moscow | 2019/10/17 08:00 | Kaia Kanepi v Kiki Bertens | 6-4,3-6,5-7 |
Away History
| WTA Brisbane | 2020/01/07 05:10 | Anett Kontaveit v Su-Wei Hsieh | 6-4,6-1 |
| US Open Women | 2019/08/29 17:15 | Anett Kontaveit v Ajla Tomljanovic | 4-6,7-5,6-2 |
| US Open Women | 2019/08/27 19:10 | Anett Kontaveit v Sara Sorribes Tormo | 6-1,6-1 |
| WTA Cincinnati | 2019/08/15 15:00 | Ashleigh Barty v Anett Kontaveit | 4-6,7-5,7-5 |
| WTA Cincinnati | 2019/08/14 17:15 | Iga Swiatek v Anett Kontaveit | 4-6,6-7 |
| WTA Cincinnati | 2019/08/13 16:30 | Anett Kontaveit v Angelique Kerber | 7-6,6-2 |
| WTA Toronto | 2019/08/08 15:00 | Karolina Pliskova v Anett Kontaveit | 6-3,7-5 |
| WTA Toronto | 2019/08/05 23:00 | Maria Sharapova v Anett Kontaveit | 6-4,3-6,4-6 |