Stadium: V5 Round: 27 Ground: Hardcourt outdoor
| ITF W25 Fort Worth | 2019/08/01 14:00 | Guillermo, Lorraine M v Amy Zhu | 6-4,6-3 |
| ITF W25 Fort Worth | 2019/07/31 16:55 | Talaba, Gabriela v Guillermo, Lorraine M | 3-6,6-1,4-6 |
| Ashland, Simples W-ITF-USA-23A | 2019/07/24 16:25 | Guillermo, Lorraine M v Maegan Manasse | 3-6,1-6 |
| Ashland, Simples W-ITF-USA-23A | 2019/07/23 14:50 | Alycia Parks v Guillermo, Lorraine M | 4-6,2-6 |
| Ashland, Simples W-ITF-USA-23A | 2019/07/22 15:20 | Boyd, Jasmine v Guillermo, Lorraine M | 1-6,0-6 |
| ITF W60 Berkeley | 2019/07/15 22:35 | Guillermo, Lorraine M v Carter, Hayley | 4-6,6-2,4-10 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/09 00:40 | Kinard, Tori v Guillermo, Lorraine M | 2-6,6-0,10-8 |
| Denver, Singles Qualifying W-ITF-USA-28A | 2019/06/19 16:00 | Guillermo, Lorraine M v Chieh-Yu Hsu | 4-6,4-6 |
| ITF W25 Fort Worth | 2019/08/01 14:00 | Whittle, Sophia v Chieh-Yu Hsu | 0-6,6-2,6-1 |
| ITF W25 Fort Worth | 2019/07/31 21:55 | Contreras Gomez, Fernanda v Whittle, Sophia | 4-6,0-6 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/11 00:00 | Whittle, Sophia v Gibbs, Nicole | 6-7,6-4,3-6 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/09 23:10 | Katie Volynets v Whittle, Sophia | 7-5,1-6,7-10 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/08 23:30 | Whittle, Sophia v Ghitescu, Andreea | 6-0,6-1 |
| ITF W15 Cancun | 2019/06/27 15:05 | Whittle, Sophia v Jessica Failla | 6-0,2-6,6-7 |
| ITF W15 Cancun | 2019/06/26 13:30 | Tiphanie Lemaitre v Whittle, Sophia | 6-7,2-6 |
| ITF W15 Cancun | 2019/06/24 14:30 | Bernard, Caitlin v Whittle, Sophia | 2-6,2-6 |