[3] Simona Halep 4-6,4-6 Kiki Bertens [7] 2019-05-11 16:40
Stadium: Manolo Santana Stadium Round: 29 Ground: Clay
Head to Head
| WTA Cincinnati | 2018/08/19 18:00 | Simona Halep v Kiki Bertens | 6-2,6-7,2-6 |
| WTA Rome | 2017/05/20 10:30 | Simona Halep v Kiki Bertens | 7-5,6-1 |
| Wimbledon Women | 2016/07/02 12:00 | Simona Halep v Kiki Bertens | 6-4,6-3 |
Home History
| WTA Madrid | 2019/05/10 12:30 | Belinda Bencic v Simona Halep | 2-6,7-6,0-6 |
| WTA Madrid | 2019/05/09 10:00 | Simona Halep v Ashleigh Barty | 7-5,7-5 |
| WTA Madrid | 2019/05/08 10:00 | Simona Halep v Viktoria Hruncakova | 6-0,6-0 |
| WTA Madrid | 2019/05/07 10:00 | Simona Halep v Johanna Konta | 7-5,6-1 |
| WTA Madrid | 2019/05/05 13:30 | Simona Halep v Margarita Betova | 6-0,6-4 |
| 2019 Fed Cup | 2019/04/21 10:55 | Caroline Garcia v Simona Halep | 7-6,3-6,4-6 |
| 2019 Fed Cup | 2019/04/20 12:00 | Kristina Mladenovic v Simona Halep | 3-6,1-6 |
| WTA Miami | 2019/03/29 01:35 | Karolina Pliskova v Simona Halep | 7-5,6-1 |
Away History
| WTA Madrid | 2019/05/10 18:00 | Sloane Stephens v Kiki Bertens | 2-6,5-7 |
| WTA Madrid | 2019/05/09 19:50 | Kiki Bertens v Petra Kvitova | 6-2,6-3 |
| WTA Madrid | 2019/05/08 10:00 | Kiki Bertens v Anastasija Sevastova | 6-1,6-2 |
| WTA Madrid | 2019/05/06 10:00 | Kiki Bertens v Jelena Ostapenko | 6-4,6-3 |
| WTA Madrid | 2019/05/04 18:40 | Kiki Bertens v Katerina Siniakova | 6-3,6-2 |
| WTA Stuttgart | 2019/04/27 13:30 | Petra Kvitova v Kiki Bertens | 7-6,3-6,6-1 |
| WTA Stuttgart | 2019/04/26 16:30 | Kiki Bertens v Angelique Kerber | 6-3,6-4 |
| WTA Stuttgart | 2019/04/25 13:25 | Kiki Bertens v Belinda Bencic | 4-6,6-3,6-4 |