Stadium: Show Court Round: 54 Ground: Hardcourt outdoor
| ITF W25 Nottingham | 2023/04/16 13:10 | Alice Gillan v Ruby Cooling | 6-0,3-6,10-2 |
| ITF - W35 Nottingham | 2024/04/22 08:55 | Alice Gillan v Michelle Dzjachangirova | 6-2,5-7,4-10 |
| ITF - W35 Nottingham | 2024/04/21 09:00 | Alice Gillan v Ellie Blackford | 6-1,7-6 |
| UTR Pro - Dubaï - Femmes | 2024/03/02 12:09 | Alice Gillan v Georgia Andreea Craciun | 0-6,3-6 |
| ITF - W50 Roehampton | 2024/02/12 09:55 | Laura Hietaranta v Alice Gillan | 7-6,6-1 |
| ITF - W50 Edgbaston | 2024/02/07 11:35 | Alice Gillan v Valentina Ryser | 2-6,5-7 |
| ITF - W35 Sunderland | 2024/01/16 14:45 | Julia Middendorf v Alice Gillan | 6-4,6-4 |
| ITF - W35 Loughborough | 2024/01/11 12:20 | Liv Hovde v Alice Gillan | 6-2,6-2 |
| ITF - W35 Loughborough | 2024/01/09 15:25 | Maileen Nuudi v Alice Gillan | 5-7,1-6 |
| Sunderland, Simples W-ITF-GBR-04A | 2023/10/29 10:00 | Ruby Cooling v Katherine Barnes | 3-6,3-6 |
| ITF W25 Aldershot | 2023/08/13 14:15 | Julie Belgraver v Ruby Cooling | 6-4,6-1 |
| ITF W25 Roehampton | 2023/08/06 14:00 | Sarah Beth Grey v Ruby Cooling | 6-2,6-4 |
| ITF W25 Foxhills | 2023/07/31 18:05 | Fanny Ostlund v Ruby Cooling | 6-3,4-6,10-3 |
| ITF W25 Foxhills | 2023/07/30 10:30 | Ruby Cooling v Lauryn John-Baptiste | 3-6,7-6,10-7 |
| ITF W25 Nottingham | 2023/04/16 13:10 | Alice Gillan v Ruby Cooling | 6-0,3-6,10-2 |
| ITF W25 Roehampton | 2022/07/12 14:05 | Justina Mikulskyte v Ruby Cooling | 6-4,6-2 |
| ITF W100 Ilkley | 2022/06/12 10:00 | Ruby Cooling v Diana Marcinkevica | 6-3,1-6,4-10 |