[29] Anett Kontaveit 7-5,3-6,3-6 Jessica Pegula [30] 2021-08-10 15:00
Stadium: Court 5 Round: 24 Ground: Hardcourt outdoor
Home History
| Olympics 2020 - Women | 2021/07/24 03:30 | Maria Sakkari v Anett Kontaveit | 7-5,6-2 |
| Wimbledon Women | 2021/06/30 13:45 | Marketa Vondrousova v Anett Kontaveit | 2-6,6-4,6-2 |
| WTA Eastbourne | 2021/06/26 11:30 | Anett Kontaveit v Jelena Ostapenko | 3-6,3-6 |
| WTA Eastbourne | 2021/06/24 10:00 | Anett Kontaveit v Viktorija Golubic | 2-6,7-6,7-5 |
| WTA Eastbourne | 2021/06/23 14:20 | Bianca Andreescu v Anett Kontaveit | 3-6,3-6 |
| WTA Eastbourne | 2021/06/22 16:40 | Anett Kontaveit v Svetlana Kuznetsova | 6-4,3-6,6-3 |
| French Open Women | 2021/06/05 14:00 | Anett Kontaveit v Iga Swiatek | 6-7,0-6 |
| French Open Women | 2021/06/03 16:00 | Anett Kontaveit v Kristina Mladenovic | 6-2,6-0 |
Away History
| Olympics 2020 - Women | 2021/07/24 07:45 | Belinda Bencic v Jessica Pegula | 6-3,6-3 |
| Wimbledon Women | 2021/06/30 16:30 | Jessica Pegula v Ludmilla Samsonova | 4-6,6-3,3-6 |
| Wimbledon Women | 2021/06/29 17:50 | Jessica Pegula v Caroline Garcia | 6-3,6-1 |
| WTA Bad Homburg | 2021/06/22 15:30 | Katerina Siniakova v Jessica Pegula | 6-3,5-7,6-4 |
| WTA Bad Homburg | 2021/06/21 12:25 | Amandine Hesse v Jessica Pegula | 1-6,2-6 |
| WTA Berlin | 2021/06/18 17:30 | Jessica Pegula v Victoria Azarenka | 2-6,7-5,4-6 |
| WTA Berlin | 2021/06/17 14:25 | Karolina Pliskova v Jessica Pegula | 5-7,2-6 |
| French Open Women | 2021/06/05 11:20 | Sofia Kenin v Jessica Pegula | 4-6,6-1,6-4 |