[55] Iga Swiatek 4-6,6-7 Anett Kontaveit [20] 2019-08-14 17:15
Stadion: Court 7 Round: 25 Ground: Hardcourt outdoor
Home History
| WTA - Cincinnati | 2019/08/12 19:05 | Caroline Garcia v Iga Swiatek | 6-7,1-6 |
| WTA - Cincinnati | 2019/08/11 17:40 | Yafan Wang v Iga Swiatek | 4-6,6-3,4-6 |
| WTA - Cincinnati | 2019/08/10 19:15 | Kateryna Baindl v Iga Swiatek | 2-6,7-6,4-6 |
| WTA - Toronto | 2019/08/09 00:50 | Iga Swiatek v Naomi Osaka | 6-7,4-6 |
| WTA - Toronto | 2019/08/08 00:55 | Caroline Wozniacki v Iga Swiatek | 6-1,3-6,4-6 |
| WTA - Toronto | 2019/08/04 17:45 | Iga Swiatek v Heather Watson | 6-4,6-2 |
| WTA - Toronto | 2019/08/03 18:55 | Iga Swiatek v Shelby Rogers | 6-4,7-5 |
| WTA - Washington | 2019/07/31 17:00 | Jessica Pegula v Iga Swiatek | 5-7,6-4,6-1 |
Away History
| 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 |
| Wimbledon - Damen | 2019/07/05 12:25 | Karolina Muchova v Anett Kontaveit | 7-6,6-3 |
| Wimbledon - Damen | 2019/07/03 12:00 | Heather Watson v Anett Kontaveit | 5-7,1-6 |
| Wimbledon - Damen | 2019/07/01 11:20 | Shelby Rogers v Anett Kontaveit | 0-6,6-3,4-6 |
| WTA - Eastbourne | 2019/06/25 11:45 | Anett Kontaveit v Anna-Lena Friedsam | 3-6,4-6 |
| WTA - Eastbourne | 2019/06/23 10:00 | Anett Kontaveit v Harriet Dart | 3-6,6-4,6-2 |