Results
| ITF W35 Aldershot | 08/13 09:00 | - | Ruby Cooling v Thabiso Mchunu | 2-6,1-6 | |
| ITF W35 Roehampton | 08/05 10:30 | - | Hiromi Abe v Ruby Cooling | 7-5,7-5 | |
| WTA Ilkley | 06/08 18:20 | 14 |
Celine Naef
v
Ruby Cooling |
6-4,6-2 | |
| ITF W35 Glasgow | 01/26 09:35 | - |
Weronika Falkowska
v
Ruby Cooling |
1-6,6-1,1-0 | |
| ITF W35 Loughborough | 10/29 10:00 | 25 | Alice Gillan v Ruby Cooling | 6-2,6-2 | |
| ITF W35 Nottingham | 05/01 11:35 | 25 | Brooke Black v Ruby Cooling | 6-1,6-1 | |
| ITF W35 Nottingham | 04/29 12:00 | 54 | Ruby Cooling v Price/H'ding/H'ding | 3-6,6-1,10-6 | |
| ITF W35 Nottingham Qual | 04/28 14:00 | 54 | Alice Gillan v Ruby Cooling | 2-6,6-7 | |
| ITF W25 Sunderland | 10/29 10:00 | 54 | Ruby Cooling v Katherine Barnes | 3-6,3-6 | |
| ITF W25 Aldershot | 08/13 14:15 | 54 | Julie Belgraver v Ruby Cooling | 6-4,6-1 | |
| ITF W25 Roehampton | 08/06 14:00 | 54 | Sarah Beth Grey v Ruby Cooling | 6-2,6-4 | |
| ITF W25 Foxhills | 07/31 18:05 | 54 | Fanny Ostlund v Ruby Cooling | 6-3,4-6,10-3 |
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