Stadium: Hard 2 Round: 26 Ground: Clay
| ITF W15 Antalya | 2019/09/17 08:00 | Jacqueline Cabaj Awad v Darja Suvirdjonkova | 6-4,6-0 |
| ITF W15 Batumi | 2019/08/29 06:00 | Jacqueline Cabaj Awad v Valeriya Olyanovskaya | 4-6,6-1,1-6 |
| ITF W15 Batumi | 2019/08/27 08:10 | Jacqueline Cabaj Awad v Paulina Jastrzebska | 4-6,6-3,6-2 |
| ITF W25 Porto | 2019/07/24 12:00 | Jacqueline Cabaj Awad v Gabriella Da Silva Fick | 6-4,2-6,2-6 |
| ITF W25 Palmela | 2019/07/17 15:40 | Jacqueline Cabaj Awad v Sarah Rebecca Sekulic | 4-6,6-3,2-6 |
| ITF W25 Corroios-Seixal | 2019/07/04 11:00 | Jacqueline Cabaj Awad v Mariam Bolkvadze | 1-6,4-6 |
| ITF W25 Corroios-Seixal | 2019/07/02 11:00 | Leonor Oliveira v Jacqueline Cabaj Awad | 1-6,1-6 |
| ITF W15 Madrid | 2019/06/28 11:15 | Jacqueline Cabaj Awad v Ioana Loredana Rosca | 6-7,5-7 |
| ITF W15 Antalya | 2019/09/17 08:00 | Caijsa W Hennemann v Anita Husaric | 6-1,6-4 |
| WTA Bastad | 2019/07/08 12:05 | Caijsa W Hennemann v Aleksandra Krunic | 3-6,1-6 |
| ITF W15 Varberg | 2019/05/18 12:00 | Marina Yudanov v Caijsa W Hennemann | 6-0,6-0 |
| ITF W15 Varberg | 2019/05/17 10:10 | Caijsa W Hennemann v Ania Hertel | 6-1,7-6 |
| ITF W15 Varberg | 2019/05/16 08:30 | Julita Saner v Caijsa W Hennemann | 1-6,5-7 |
| ITF W15 Varberg | 2019/05/15 08:30 | Caijsa W Hennemann v Ingrid Vojcinakova | 6-4,6-2 |
| ITF W15 Gothenburg | 2019/05/12 10:00 | Aneta Laboutkova v Caijsa W Hennemann | 2-6,7-6,6-3 |
| ITF W15 Gothenburg | 2019/05/11 09:00 | Alina Silich v Caijsa W Hennemann | 3-6,1-6 |