Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| WTA - Houston | 2019/11/10 18:40 | Olga Danilovic v Shelby Rogers | 6-3,7-6 |
| ITF - W25 Malibu | 2019/11/07 17:20 | Olga Danilovic v Ashley Lahey | 6-7,6-2,3-6 |
| ITF - W25 Istanbul | 2019/10/24 09:00 | Olga Danilovic v Kamilla Rakhimova | 1-6,6-1,5-7 |
| ITF - W25 Istanbul | 2019/10/23 11:10 | Olga Danilovic v Jule Niemeier | 7-6,6-1 |
| WTA - Moscova | 2019/10/13 10:15 | Isabella Shinikova v Olga Danilovic | 6-4,2-6,6-2 |
| WTA - Moscova | 2019/10/12 12:25 | Olga Danilovic v Sofya Lansere | 3-6,6-4,6-0 |
| ITF W25 Kaposvar | 2019/09/25 12:40 | Emiliana Arango v Olga Danilovic | 6-3,6-3 |
| ITF - W60 Montreux | 2019/09/08 12:00 | Julia Grabher v Olga Danilovic | 2-6,3-6 |
| ITF - W60 Las Vegas | 2019/11/07 18:45 | Ann Li v Alexa Glatch | 4-6,4-6 |
| ITF - W60 Las Vegas | 2019/11/06 16:50 | Ann Li v Ellen Perez | 7-6,6-4 |
| ITF - W80 Tyler | 2019/11/01 15:55 | Coco Vandeweghe v Ann Li | 6-4,7-5 |
| ITF - W80 Tyler | 2019/10/29 17:15 | Mayo Hibi v Ann Li | 5-7,6-7 |
| ITF - W80 Macon | 2019/10/24 17:30 | Danielle Lao v Ann Li | 6-2,6-4 |
| ITF - W80 Macon | 2019/10/23 20:00 | Anhzelika Isaeva v Ann Li | 3-6,1-6 |
| ITF - W60 Templeton | 2019/09/25 17:00 | Ann Li v Catherine Harrison | 7-5,4-6,3-6 |
| WTA New Haven | 2019/09/05 14:00 | Pauline Parmentier v Ann Li | 6-4,4-6,7-5 |