[74] Jennifer Brady 2-6,6-7 Anett Kontaveit [27] 2018-07-05 16:15
Stadium: Court 14 Round: 24 Ground: Grass
Home History
| Wimbledon Women | 2018/07/03 13:05 | Jennifer Brady v Kateryna Baindl | 6-2,6-7,6-2 |
| ITF Women Southsea | 2018/06/28 11:25 | Jennifer Brady v Katie Boulter | 3-6,3-6 |
| ITF Women Southsea | 2018/06/27 14:35 | Magda Linette v Jennifer Brady | 4-6,3-6 |
| ITF Women Southsea | 2018/06/26 12:50 | Jennifer Brady v Gabriella Taylor | 6-2,6-4 |
| WTA Birmingham | 2018/06/19 16:00 | Jennifer Brady v Barbora Strycova | 6-3,5-7,3-6 |
| WTA Birmingham Qual | 2018/06/18 10:30 | Eugenie Bouchard v Jennifer Brady | 6-7,6-4,4-6 |
| WTA Birmingham Qual | 2018/06/17 10:00 | Kristie Ahn v Jennifer Brady | 3-6,6-7 |
| WTA Birmingham Qual | 2018/06/16 10:00 | Denisa Allertova v Jennifer Brady | 6-4,4-6,6-7 |
Away History
| Wimbledon Women | 2018/07/03 12:35 | Denisa Allertova v Anett Kontaveit | 2-6,2-6 |
| WTA Mallorca | 2018/06/18 10:55 | Anett Kontaveit v Tatjana Maria | 6-3,4-6,3-6 |
| WTA Hertogenbosch | 2018/06/12 09:00 | Anett Kontaveit v Veronika Kudermetova | 4-6,6-7 |
| French Open Women | 2018/06/03 13:10 | Anett Kontaveit v Sloane Stephens | 2-6,0-6 |
| French Open Women | 2018/06/02 09:00 | Petra Kvitova v Anett Kontaveit | 6-7,6-7 |
| French Open Women | 2018/05/30 09:00 | Alexandra Dulgheru v Anett Kontaveit | 5-7,2-6 |
| French Open Women | 2018/05/27 09:00 | Madison Brengle v Anett Kontaveit | 1-6,6-4,2-6 |
| WTA Rome | 2018/05/19 10:00 | Elina Svitolina v Anett Kontaveit | 6-4,6-3 |