Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF Women Ashland Qual | 2018/07/22 19:55 | Madeleine Kobelt v Lorraine M. Guillermo | 6-4,2-6,0-6 |
| ITF W25 Tucson | 2019/11/19 17:35 | Haley Giavara v Madeleine Kobelt | 7-5,6-2 |
| ITF W25 Tucson | 2019/11/18 16:30 | Misa Malkin v Madeleine Kobelt | 4-6,4-6 |
| ITF W25 Malibu | 2019/11/05 21:05 | Anastasia E Nefedova v Madeleine Kobelt | 6-3,6-4 |
| ITF W25 Malibu | 2019/11/04 17:00 | Madeleine Kobelt v Anastasia Sukhotina | 2-6,7-5,13-11 |
| ITF W60 Toronto | 2019/10/28 18:05 | Madeleine Kobelt v Hayley Carter | 2-6,3-6 |
| ITF W15 Austin | 2019/10/23 15:00 | Madeleine Kobelt v Isabel A Gallego | 6-1,5-7,3-6 |
| ITF W15 Austin | 2019/10/22 15:00 | Madeleine Kobelt v Jeanette Mireles | 3-6,4-6 |
| ITF W25 Claremont | 2019/10/07 18:00 | Lillian Gabrielsen v Madeleine Kobelt | 3-6,6-3,10-8 |
| ITF W25 Tucson | 2019/11/19 16:30 | Lorraine M. Guillermo v Gabriella Price | 6-2,6-3 |
| ITF W25 Tucson | 2019/11/18 16:30 | Lorraine M. Guillermo v Jessica Failla | 6-2,7-6 |
| ITF W25 Malibu | 2019/11/05 19:30 | Lorraine M. Guillermo v Fernanda Contreras Gomez | 6-2,3-6,5-10 |
| ITF W25 Malibu | 2019/11/04 17:00 | Lorraine M. Guillermo v Alexa Noel | 7-5,6-3 |
| ITF W80 Tyler | 2019/11/01 16:00 | Lorraine M. Guillermo v Jamie Loeb | 3-6,4-6 |
| ITF W80 Tyler | 2019/10/31 16:55 | Jaimee Fourlis v Lorraine M. Guillermo | 0-6,5-7 |
| ITF W80 Tyler | 2019/10/29 15:30 | Lorraine M. Guillermo v Paige Mary Hourigan | 6-1,6-2 |
| ITF W80 Tyler | 2019/10/28 15:00 | Sophie Chang v Lorraine M. Guillermo | 4-6,5-7 |