Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| ITF Women Darwin | 2018/09/24 03:05 | Gabriella Da Silva Fick v Maddison Inglis | 6-4,3-6,4-6 |
| ITF Women Canberra Qual | 2016/10/29 22:00 | Maddison Inglis v Gabriella Da Silva Fick | 6-7,3-6 |
| Others | 2016/09/25 01:00 | Maddison Inglis v Gabriella Da Silva Fick | 6-3,6-2 |
| US Open Women | 2019/08/21 16:55 | Maddison Inglis v Lizette Cabrera | 3-6,0-6 |
| US Open Women | 2019/08/19 15:00 | Maddison Inglis v Valentini Grammatikopoulou | 6-3,6-4 |
| ITF W100 Vancouver | 2019/08/16 19:35 | Maddison Inglis v Heather Watson | 3-6,2-6 |
| ITF W100 Vancouver | 2019/08/15 18:35 | Maddison Inglis v Asia Muhammad | 2-6,7-6,6-4 |
| ITF W80 Granby | 2019/07/26 23:00 | Leylah Annie Fernandez v Maddison Inglis | 6-3,6-4 |
| ITF W80 Granby | 2019/07/25 15:35 | Elizabeth Halbauer v Maddison Inglis | 7-6,6-7,4-6 |
| ITF W80 Granby | 2019/07/24 20:40 | Andreea Ghitescu v Maddison Inglis | 4-6,5-7 |
| ITF W25 Saskatoon | 2019/07/14 17:00 | Katherine Sebov v Maddison Inglis | 4-6,6-2,4-6 |
| ITF M25 Chiswick | 2019/08/08 10:15 | Gabriella Da Silva Fick v Myrtille Georges | 2-6,2-6 |
| ITF M25 Chiswick | 2019/08/07 10:30 | Alice Robbe v Gabriella Da Silva Fick | 6-7,6-3,2-6 |
| ITF M25 Chiswick | 2019/08/05 16:40 | Gabriella Da Silva Fick v Margaux Orange | 6-1,6-1 |
| ITF M25 Chiswick | 2019/08/05 09:30 | Gabriella Da Silva Fick v Indianna Spink | 6-2,6-4 |
| ITF W25 Woking | 2019/08/01 09:30 | Estelle Cascino v Gabriella Da Silva Fick | 7-6,6-4 |
| ITF W25 Woking | 2019/07/31 10:30 | Gabriella Da Silva Fick v Emily Appleton | 6-3,7-5 |
| ITF W25 Woking | 2019/07/29 15:50 | Gabriella Da Silva Fick v Grace Piper | 7-6,6-3 |
| ITF W25 Woking | 2019/07/29 08:30 | Gabriella Da Silva Fick v Giorgie Jones | 6-3,6-0 |