| ITF W25 Cairns | 09/21 01:30 | 28 | [189] Maddison Inglis v Asia Muhammad [268] | 4-6,0-6 | |
| ITF W25 Cairns | 09/20 03:00 | 27 | [189] Maddison Inglis v Haruna Arakawa [416] | 6-3,6-2 | |
| ITF W25 Cairns | 09/19 02:15 | 26 | Maddison Inglis v Alexandra Osborne | 6-2,6-3 | |
| ITF W25 Cairns | 09/18 03:45 | 25 | [189] Maddison Inglis v Gabriella Da Silva Fick [447] | 6-2,6-2 | |
| US Open - Femenino | 08/21 16:55 | 45 | [196] Maddison Inglis v Lizette Cabrera [190] | 3-6,0-6 | |
| US Open - Femenino | 08/19 15:00 | 44 | [196] Maddison Inglis v Valentini Grammatikopoulou [221] | 6-3,6-4 | |
| ITF W100 Vancouver | 08/16 19:35 | 27 | [206] Maddison Inglis v Heather Watson [110] | 3-6,2-6 | |
| ITF W100 Vancouver | 08/15 18:35 | 26 | [206] Maddison Inglis v Asia Muhammad [304] | 2-6,7-6,6-4 | |
| ITF W100 Vancouver | 08/14 17:00 | 25 | [63] Alison Van Uytvanck v Maddison Inglis [206] | Retired | |
| ITF W80 Granby | 07/26 23:00 | 27 | [372] Leylah A Fernandez v Maddison Inglis [220] | 6-3,6-4 | |
| ITF W80 Granby | 07/25 15:35 | 26 | [301] Elizabeth Halbauer v Maddison Inglis [220] | 7-6,6-7,4-6 | |
| ITF W80 Granby | 07/24 20:40 | 25 | Andreea Ghitescu v Maddison Inglis | 4-6,5-7 | |
| ITF W25 Gatineau | 07/17 14:00 | 25 | Olivia Tjandramulia v Maddison Inglis | Cancelled | |
| ITF W25 Saskatoon | 07/14 17:00 | 29 | [212] Katherine Sebov v Maddison Inglis [237] | 4-6,6-2,4-6 | |
| ITF W25 Saskatoon | 07/13 19:20 | 28 | [369] Haruka Kaji v Maddison Inglis [237] | 6-3,6-7,2-6 | |
| ITF W25 Saskatoon | 07/12 19:00 | 27 | Carol Zhao v Maddison Inglis | 1-6,1-6 | |
| ITF W25 Saskatoon | 07/11 17:55 | 26 | Dasha Ivanova v Maddison Inglis | 7-6,3-6,1-6 | |
| ITF W25 Saskatoon | 07/10 19:05 | 25 | [425] Chieh-Yu Hsu v Maddison Inglis [237] | 3-6,2-6 | |
| ITF W100 Manchester | 06/12 14:40 | 25 | [236] Maddison Inglis v Timea Babos [143] | 5-7,3-6 | |
| ITF W100 Manchester | 06/10 14:45 | 45 | [236] Maddison Inglis v Emily Appleton [418] | 6-2,7-5 | |
| ITF W100 Manchester | 06/10 11:15 | 45 | Maddison Inglis v Holly Hutchinson | 7-5,6-3 | |
| ITF W100 Surbiton | 06/03 13:05 | 45 | [274] Maddison Inglis v Mariam Bolkvadze [218] | 5-7,6-3,8-10 | |
| ITF W25 Nonthaburi | 05/26 03:00 | 29 | [307] Peangtarn Plipuech v Maddison Inglis [274] | 0-6,2-6 | |
| ITF W25 Nonthaburi | 05/25 05:10 | 28 | Maddison Inglis v Aunchisa Chanta | 6-1,6-1 | |
| ITF W25 Nonthaburi | 05/24 07:30 | 27 | [340] Mari Osaka v Maddison Inglis [271] | 4-6,2-6 | |
| ITF W25 Nonthaburi | 05/23 03:00 | 26 | Aleksandrina Naydenova v Maddison Inglis | 3-6,4-6 | |
| ITF W25 Nonthaburi | 05/22 06:20 | 25 | Yinglak Jittakoat v Maddison Inglis | 1-6,0-6 | |
| ITF W60 Kurume | 05/15 03:10 | 25 | Maddison Inglis v Yuki Naito | 2-6,2-6 | |
| ITF W60 Fukuoka | 05/09 02:00 | 26 | [178] Ayano Shimizu v Maddison Inglis [271] | 2-6,7-5,6-4 | |
| ITF W60 Fukuoka | 05/08 02:00 | 25 | [271] Maddison Inglis v Katy Dunne [236] | Retired |