Stadium: Court 4 Round: 54 Ground: Hardcourt outdoor
| ITF W15 Norman | 2019/12/04 20:55 | Jessica Failla v Guillermo, Lorraine M | 6-4,6-1 |
| Tucson, Singles W-ITF-USA-46A | 2019/11/22 18:00 | Kobelt, Madeleine v Guillermo, Lorraine M | 7-5,1-6,6-3 |
| Tucson, Singles W-ITF-USA-46A | 2019/11/19 16:30 | Guillermo, Lorraine M v Gabriella Price | 6-2,6-3 |
| Tucson, Singles W-ITF-USA-46A | 2019/11/18 16:30 | Guillermo, Lorraine M v Jessica Failla | 6-2,7-6 |
| ITF W25 Malibu | 2019/11/05 19:30 | Guillermo, Lorraine M v Contreras Gomez, Fernanda | 6-2,3-6,5-10 |
| ITF W25 Malibu | 2019/11/04 17:00 | Guillermo, Lorraine M v Alexa Noel | 7-5,6-3 |
| ITF W80 Tyler | 2019/11/01 16:00 | Guillermo, Lorraine M v Jamie Loeb | 3-6,4-6 |
| ITF W80 Tyler | 2019/10/31 16:55 | Jaimee Fourlis v Guillermo, Lorraine M | 0-6,5-7 |
| Hawaii Open, Women 2019 | 2019/12/27 03:00 | Tobita, Alyssa v Yanina Wickmayer | 1-6,1-6 |
| Austin, Singles W-ITF-USA-38B | 2019/10/23 15:00 | Tobita, Alyssa v Elvina Kalieva | 1-6,3-6 |
| ITF W25 Waco | 2019/10/16 19:50 | Barnett, Alicia v Tobita, Alyssa | 6-4,6-3 |
| ITF W25 Waco | 2019/10/15 19:15 | Miyamoto, Ayumi v Tobita, Alyssa | 0-6,1-6 |
| ITF W25 Waco | 2019/10/14 18:00 | Payne, Jacqueline v Tobita, Alyssa | 0-6,0-6 |
| ITF W25 Waco | 2019/10/13 17:30 | Baranano, Paula v Tobita, Alyssa | 1-6,6-1,5-10 |
| ITF W15 Cancun | 2019/08/30 17:10 | Tobita, Alyssa v Ingrid Gamarra Martins | 1-6,5-7 |
| ITF W15 Cancun | 2019/08/29 20:45 | Nefedova, Anastasia Evgenyevna v Tobita, Alyssa | 1-6,2-6 |