Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| Ashland, Simples W-ITF-USA-23A | 2019/07/25 14:00 | Ann Li v Sanchez, Maria | 6-1,6-2 |
| Ashland, Simples W-ITF-USA-23A | 2019/07/23 16:25 | Ann Li v Carter, Hayley | 6-3,6-2 |
| Wimbledon Women | 2019/06/25 10:30 | Ann Li v Cepelova, Jana | 5-7,2-6 |
| ITF W100 Ilkley | 2019/06/18 16:35 | Beatriz Haddad Maia v Ann Li | 7-5,6-2 |
| Manchester, Singles W-ITF-GBR-06A | 2019/06/12 14:40 | Magda Linette v Ann Li | 6-3,6-3 |
| ITF W100 Surbiton | 2019/06/05 14:00 | Alison Riske 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 Broady, Naomi | 6-4,6-3 |
| Ashland, Simples W-ITF-USA-23A | 2019/07/25 15:20 | Katie Swan v Brodsky, Gail | 6-1,6-2 |
| Ashland, Simples W-ITF-USA-23A | 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 Women | 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 | Smitkova, Tereza v Katie Swan | 3-6,6-4,7-5 |
| ITF W100 Ilkley | 2019/06/18 13:15 | Katie Swan v Parmentier, Pauline | 7-6,6-4 |
| WTA Nottingham | 2019/06/12 15:45 | Bernarda Pera v Katie Swan | 7-6,6-1 |