Stadium: Stadium 17 Round: 15 Ground: Hardcourt outdoor
| WTA Parma | 2021/05/19 09:00 | Anna-Lena Friedsam v Caroline Garcia | 2-6,4-6 |
| WTA Parma | 2021/05/18 09:00 | Anna-Lena Friedsam v Viktorija Golubic | 6-4,6-7,6-2 |
| WTA Parma | 2021/05/16 13:15 | Anna-Lena Friedsam v Lesley Pattinama Kerkhove | 3-6,7-5,6-2 |
| WTA Parma | 2021/05/15 16:35 | Anna-Lena Friedsam v Asia Muhammad | 6-2,6-0 |
| ITF W60 La Bisbal | 2021/05/13 13:30 | Anna-Lena Friedsam v Olga Danilovic | 2-6,7-6,6-7 |
| WTA Stuttgart | 2021/04/22 12:10 | Aryna Sabalenka v Anna-Lena Friedsam | 6-4,6-2 |
| WTA Stuttgart | 2021/04/20 14:00 | Ulrikke Eikeri v Anna-Lena Friedsam | 2-6,0-6 |
| WTA Stuttgart | 2021/04/18 11:05 | Anna-Lena Friedsam v Ekaterine Gorgodze | 6-3,6-1 |
| ITF W25 Pelham | 2021/05/21 15:00 | Arianne Hartono v Jamie Loeb | 2-6,1-6 |
| ITF W25 Pelham | 2021/05/20 15:00 | Fernanda Contreras Gomez v Jamie Loeb | 5-7,6-4,1-6 |
| ITF W25 Pelham | 2021/05/19 16:40 | Gabriella Price v Jamie Loeb | 3-6,6-7 |
| ITF W100 Bonita Springs | 2021/05/10 22:55 | Mirjam Bjorklund v Jamie Loeb | 7-6,6-1 |
| ITF W100 Charleston | 2021/05/07 14:00 | Jamie Loeb v Claire Liu | 2-6,4-6 |
| ITF W100 Charleston | 2021/05/06 14:00 | Irina Maria Bara v Jamie Loeb | 6-4,6-7,3-6 |
| ITF W100 Charleston | 2021/05/05 18:10 | Amina Anshba v Jamie Loeb | 7-5,3-6,0-6 |
| ITF W100 Charleston | 2021/05/04 16:15 | Jamie Loeb v Emina Bektas | 6-0,6-2 |