Stadium: Court 6 Round: 14 Ground: Clay
| WTA Madrid | 2021/04/27 14:20 | Anastasija Sevastova v Tsvetana Pironkova | 3-6,6-4,6-3 |
| WTA Charleston | 2021/04/07 00:50 | Cori Gauff v Tsvetana Pironkova | 6-3,6-0 |
| WTA Miami | 2021/03/25 19:05 | Tsvetana Pironkova v Aryna Sabalenka | 6-0,3-6,6-7 |
| WTA Miami | 2021/03/24 22:15 | Tsvetana Pironkova v Marta Kostyuk | 7-6,3-6,6-3 |
| WTA Miami | 2021/03/23 14:00 | Olga Govortsova v Tsvetana Pironkova | 0-6,3-6 |
| WTA Miami | 2021/03/22 15:30 | Tsvetana Pironkova v Caty McNally | 7-6,7-6 |
| Ausztrál Open - nők | 2021/02/08 04:05 | Su-Wei Hsieh v Tsvetana Pironkova | 7-5,6-2 |
| WTA Yarra Valley Classic | 2021/02/03 07:30 | Tsvetana Pironkova v Serena Williams | 1-6,4-6 |
| ITF W100 Bonita Springs | 2021/05/12 15:35 | Francesca Di Lorenzo v Caroline Dolehide | 6-2,6-7,7-6 |
| ITF W100 Charleston | 2021/05/05 16:55 | Caroline Dolehide v Aldila Sutjiadi | 1-6,6-2,4-6 |
| WTA Charleston selejtezők | 2021/04/10 16:15 | Grace Min v Caroline Dolehide | 7-6,2-6,7-5 |
| WTA Charleston | 2021/04/06 17:25 | Caroline Dolehide v Hailey Baptiste | 3-6,3-6 |
| WTA Charleston | 2021/04/04 16:35 | Caroline Dolehide v Storm Hunter | 6-2,4-6,6-7 |
| WTA Charleston | 2021/04/03 15:40 | Caroline Dolehide v Mirjam Bjorklund | 6-4,6-3 |
| WTA Miami | 2021/03/22 21:40 | Timea Babos v Caroline Dolehide | 4-6,6-2,6-2 |
| WTA Monterrey | 2021/03/15 21:10 | Caroline Dolehide v Viktoria Hruncakova | 3-6,1-6 |