Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| ITF W60 - Ashland | 2019/07/25 14:00 | Ann Li v Maria Sanchez | 6-1,6-2 |
| ITF W60 - Ashland | 2019/07/23 16:25 | Ann Li v Hayley Carter | 6-3,6-2 |
| Wimbledon - Damer | 2019/06/25 10:30 | Ann Li v Jana Cepelova | 5-7,2-6 |
| ITF W100 - Ilkley | 2019/06/18 16:35 | Beatriz Haddad Maia v Ann Li | 7-5,6-2 |
| ITF W100 - Manchester | 2019/06/12 14:40 | Magda Linette v Ann Li | 6-3,6-3 |
| ITF W100 - Surbiton | 2019/06/05 14:00 | Alison Riske-Amritraj v Ann Li | 6-2,6-4 |
| ITF W100 - Surbiton | 2019/06/03 15:00 | Ann Li v Urszula Radwanska | 6-2,7-5 |
| ITF W100 - Surbiton | 2019/06/03 11:25 | Ann Li v Naomi Broady | 6-4,6-3 |
| ITF W60 - Ashland | 2019/07/25 15:20 | Katie Swan v Gail Brodsky | 6-1,6-2 |
| ITF W60 - Ashland | 2019/07/24 17:45 | Katie Swan v Magdalena Frech | 6-2,4-6,7-5 |
| ITF W60 - Berkeley | 2019/07/17 17:00 | Katie Swan v Hailey Baptiste | 5-7,3-6 |
| Wimbledon - Damer | 2019/07/02 12:30 | Laura Siegemund v Katie Swan | 6-2,6-4 |
| WTA Eastbourne | 2019/06/23 10:00 | Katie Swan v Shuai Zhang | 6-7,6-4,4-6 |
| ITF W100 - Ilkley | 2019/06/20 10:00 | Tereza Smitkova v Katie Swan | 3-6,6-4,7-5 |
| ITF W100 - Ilkley | 2019/06/18 13:15 | Katie Swan v Pauline Parmentier | 7-6,6-4 |
| WTA Nottingham | 2019/06/12 15:45 | Bernarda Pera v Katie Swan | 7-6,6-1 |