Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF W60 Lexington | 2019/07/30 15:00 | Emily Webley-Smith v Mohamad, Shatoo | 6-4,7-6 |
| ITF W60 Lexington | 2019/07/29 17:45 | Emily Webley-Smith v Marrow, Aleah | 6-0,6-3 |
| Granby, Simples W-ITF-CAN-05A | 2019/07/23 18:25 | Nao Hibino v Emily Webley-Smith | 6-2,6-4 |
| Nur-Sultan, Singles W-ITF-KAZ-05A | 2019/07/16 05:00 | Emily Webley-Smith v Vlada Ekshibarova | 6-2,4-6,6-10 |
| ITF W100 Contrexeville | 2019/07/08 15:00 | Juhaszova, Vivien v Emily Webley-Smith | 6-1,6-1 |
| Manchester, Singles W-ITF-GBR-06A | 2019/06/12 13:00 | Emily Webley-Smith v Katherine Sebov | 1-6,3-6 |
| ITF W25 SM de Montbui | 2019/05/29 12:35 | Emily Webley-Smith v Nadia Podoroska | 4-6,1-6 |
| ITF W25 SM de Montbui | 2019/05/28 11:00 | Emily Webley-Smith v Harvison, Isabella | 7-5,6-0 |
| Ashland, Simples W-ITF-USA-23A | 2019/07/26 16:20 | Ann Li v Katie Swan | 2-6,6-4,4-6 |
| 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 |