[77] Kaia Kanepi 6-4,3-6,6-3 Eugenie Bouchard [114] 2019-08-16 19:20
Stadium: Victor Kiam Stadium Round: 44 Ground: Hardcourt outdoor
Home History
| WTA Cincinnati | 2019/08/10 15:25 | Barbora Strycova v Kaia Kanepi | 7-6,3-6,6-3 |
| Wimbledon Women | 2019/07/04 16:10 | Kaia Kanepi v Belinda Bencic | 3-6,1-6 |
| Wimbledon Women | 2019/07/02 10:00 | Stefanie Voegele v Kaia Kanepi | 7-5,5-7,4-6 |
| French Open Women | 2019/06/02 09:00 | Kaia Kanepi v Petra Martic | 7-5,2-6,4-6 |
| French Open Women | 2019/05/31 11:45 | Veronika Kudermetova v Kaia Kanepi | 6-4,3-6,0-6 |
| French Open Women | 2019/05/29 09:00 | Shuai Zhang v Kaia Kanepi | 7-6,0-6,5-7 |
| French Open Women | 2019/05/27 09:00 | Kaia Kanepi v Julia Goerges | 7-5,6-1 |
| WTA Madrid | 2019/05/04 10:55 | Kristyna Pliskova v Kaia Kanepi | 7-6,6-2 |
Away History
| ITF W100 Vancouver | 2019/08/13 20:35 | Eugenie Bouchard v Timea Babos | 6-3,3-6,1-6 |
| WTA Toronto | 2019/08/06 23:00 | Eugenie Bouchard v Bianca Andreescu | 6-4,1-6,4-6 |
| WTA Washington | 2019/07/30 00:30 | Eugenie Bouchard v Lauren Davis | 1-6,2-6 |
| WTA Lausanne | 2019/07/15 15:40 | Tamara Korpatsch v Eugenie Bouchard | 2-6,6-4,7-5 |
| Wimbledon Women | 2019/07/02 12:35 | Tamara Zidansek v Eugenie Bouchard | 6-3,5-7,8-6 |
| WTA Eastbourne | 2019/06/21 10:00 | Fiona Ferro v Eugenie Bouchard | 6-2,6-0 |
| French Open Women | 2019/05/28 14:50 | Eugenie Bouchard v Lesia Tsurenko | 2-6,2-6 |
| WTA Miami | 2019/03/18 17:40 | Eugenie Bouchard v Nao Hibino | 6-4,0-6,4-6 |