- Tournament: N/A
- Round: N/A
- Opponent: N/A
- DOB: 1985-06-10
- Birthplace: Estonia
- Height: 71.0 cm
- Weight: 163.0 kg
- Plays: R
- Current World Rank: N/A
- Hard: 149-123
- Clay: 75-61
- Grass: 17-25
| Tournament | Date | Sets | Round | Winner | Loser |
|---|---|---|---|---|---|
| US Open | Aug 31, 2023 | 6-2, 3-6, 6-2 | Second Round | Qinwen Zheng | Kaia Kanepi |
| US Open | Aug 29, 2023 | 6-4, 6-4 | First Round | Kaia Kanepi | Barbora Strycova |
| Livesport Prague Open | Aug 3, 2023 | 7-6 (7-1), 5-7, 6-4 | Second Round | Alize Cornet | Kaia Kanepi |
| Livesport Prague Open | Aug 1, 2023 | 6-2, 6-3 | First Round | Kaia Kanepi | Lucrezia Stefanini |
| Hamburg European Open | Jul 25, 2023 | 7-6 (8-6), 6-1 | Second Round | Bernarda Pera | Kaia Kanepi |
| Hamburg European Open | Jul 24, 2023 | 6-1, 6-4 | First Round | Kaia Kanepi | Kaja Juvan |
| Wimbledon | Jul 3, 2023 | 7-6 (7-4), 6-4 | First Round | Veronika Kudermetova | Kaia Kanepi |
| French Open | May 29, 2023 | 6-1, 3-6, 6-1 | First Round | Madison Keys | Kaia Kanepi |
| Internationaux de Strasbourg | May 23, 2023 | 7-5, 7-6 (7-0) | Second Round | Clara Burel | Kaia Kanepi |
| Internationaux de Strasbourg | May 21, 2023 | 6-3, 6-2 | First Round | Kaia Kanepi | Xinyu Wang |
| Tournament | Date | Sets | Round | Winner | Loser |
|---|---|---|---|---|---|
| Mutua Madrid Open | Apr 26, 2023 | 6-7 (5-7), 6-2, 6-4 | First Round | Irene Burillo Escorihuela | Kaia Kanepi |
| Mutua Madrid Open | May 1, 2022 | 6-3, 6-3 | Second Round | Jessica Pegula | Kaia Kanepi |
| Mutua Madrid Open | Apr 29, 2022 | 6-3, 6-4 | First Round | Kaia Kanepi | Linda Fruhvirtova |
| Mutua Madrid Open | May 3, 2014 | 6-7 (7-9), 6-1, 6-2 | First Round | Alison Riske | Kaia Kanepi |
| Mutua Madrid Open | May 10, 2013 | 6-2, 6-4 | Quarter Finals | Maria Sharapova | Kaia Kanepi |
| Mutua Madrid Open | May 9, 2013 | 6-3, 6-4 | Third Round | Kaia Kanepi | Daniela Hantuchova |
| Mutua Madrid Open | May 8, 2013 | 6-3, 6-1 | Second Round | Kaia Kanepi | Carla Suarez Navarro |
| Mutua Madrid Open | May 5, 2013 | 6-3, 6-7 (6-8), 6-2 | First Round | Kaia Kanepi | Flavia Pennetta |
