[105] Madison Brengle 3-6,4-6 Anna Kalinskaya [149] 2018-08-15 17:00
Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
Home History
| ITF Women Landisville | 2018/08/11 15:00 | Priscilla Hon v Madison Brengle | 5-7,5-7 |
| ITF Women Landisville | 2018/08/10 19:30 | Madison Brengle v Ann Li | 6-0,6-2 |
| ITF Women Landisville | 2018/08/07 16:00 | Madison Brengle v Arina Rodionova | 7-6,2-6,6-1 |
| Wimbledon Women | 2018/07/04 13:55 | Madison Brengle v Camila Giorgi | 4-6,4-6 |
| Wimbledon Women | 2018/07/02 14:20 | Aleksandra Krunic v Madison Brengle | 6-2,3-6,3-6 |
| ITF Women Surbiton | 2018/06/05 10:00 | Marina Melnikova v Madison Brengle | 6-3,2-6,3-6 |
| French Open Women | 2018/05/27 09:00 | Madison Brengle v Anett Kontaveit | 1-6,6-4,2-6 |
| WTA Nurnberg | 2018/05/23 11:50 | Madison Brengle v Sorana Cirstea | 3-6,6-3,3-6 |
Away History
| WTA Moscow | 2018/07/24 10:30 | Anna Kalinskaya v Daria Kasatkina | 1-6,1-6 |
| WTA Gstaad | 2018/07/17 08:30 | Elitsa Kostova v Anna Kalinskaya | 6-4,0-6,6-2 |
| ITF Women Contrexeville | 2018/07/14 14:35 | Sara Sorribes Tormo v Anna Kalinskaya | 6-4,6-4 |
| ITF Women Contrexeville | 2018/07/13 09:30 | Ysaline Bonaventure v Anna Kalinskaya | 6-3,1-6,4-6 |
| ITF Women Contrexeville | 2018/07/12 08:30 | Anna Kalinskaya v Kateryna Baindl | 6-4,7-6 |
| ITF Women Contrexeville | 2018/07/11 08:00 | Sara Cakarevic v Anna Kalinskaya | 3-6,1-6 |
| Wimbledon Women Qual | 2018/06/28 10:00 | Anna Kalinskaya v Viktoriya Tomova | 4-6,7-6,3-6 |
| Wimbledon Women Qual | 2018/06/27 10:00 | Dalila Jakupovic v Anna Kalinskaya | 2-6,6-7 |