Estadio: Court 5 Round: 25 Ground: Hardcourt indoor
| ITF W60 Caldas da Rainha | 2021/09/18 15:00 | Saisai Zheng v Maddison Inglis | 6-2,6-3 |
| ITF W60 Caldas da Rainha | 2021/09/17 15:15 | Maddison Inglis v Anastasia Kulikova | 6-2,4-6,6-3 |
| ITF W60 Caldas da Rainha | 2021/09/16 09:00 | Maddison Inglis v Natalija Stevanovic | 6-2,6-1 |
| ITF W60 Caldas da Rainha | 2021/09/14 12:05 | Maddison Inglis v Weronika Falkowska | 3-6,7-5,6-3 |
| US Open - Femenino | 2021/08/24 21:40 | Monica Niculescu v Maddison Inglis | 6-4,6-7,6-2 |
| WTA Montreal | 2021/08/07 16:30 | Amanda Anisimova v Maddison Inglis | 6-3,1-6,6-0 |
| WTA Charleston | 2021/07/29 15:00 | Maddison Inglis v Kateryna Volodko | 3-6,2-6 |
| WTA Charleston | 2021/07/27 20:05 | Maddison Inglis v Fiona Crawley | 6-1,6-4 |
| WTA Columbus | 2021/09/19 15:55 | Louisa Chirico v Ulrikke Eikeri | 6-2,5-7,6-3 |
| WTA Columbus | 2021/09/18 16:15 | Alycia Parks v Louisa Chirico | 7-6,1-6,6-7 |
| US Open - Femenino | 2021/08/24 22:00 | Dalma Galfi v Louisa Chirico | 3-6,6-1,6-2 |
| ITF W100 Landisville | 2021/08/09 15:50 | Louisa Chirico v Ankita Raina | 6-2,1-6,7-10 |
| WTA Charleston | 2021/07/27 20:35 | Louisa Chirico v Maria Mateas | 4-6,3-6 |
| WTA Palermo | 2021/07/17 14:00 | Qinwen Zheng v Louisa Chirico | 6-2,6-0 |
| ITF W60 Biarritz | 2021/07/14 11:25 | Louisa Chirico v Seone Mendez | 6-1,6-7,4-6 |
| ITF W60 Charleston | 2021/06/24 14:00 | Sophie Chang v Louisa Chirico | 6-2,6-2 |