| WTA Bastad | 07/06 09:00 | 26 | [388] Caijsa W Hennemann v Panna Udvardy [100] | 4-6,2-6 | |
| WTA Bastad | 07/05 08:30 | 25 | [194] Renata Zarazua v Caijsa W Hennemann [388] | 4-6,6-2,1-6 | |
| ITF - Den Haag W25 | 07/02 10:00 | 28 | [388] Caijsa W Hennemann v Magali Kempen [358] | 2-6,4-6 | |
| ITF - Den Haag W25 | 07/01 11:00 | 27 | [388] Caijsa W Hennemann v Eva Vedder [293] | 6-3,6-4 | |
| ITF - Den Haag W25 | 06/30 11:00 | 26 | [169] Suzan Lamens v Caijsa W Hennemann [388] | 5-7,6-2,3-6 | |
| ITF - Den Haag W25 | 06/28 11:10 | 25 | [479] Merel Hoedt v Caijsa W Hennemann [388] | 2-6,7-6,4-6 | |
| ITF - Ystad W25 | 06/23 09:50 | 26 | Caijsa W Hennemann v Daria Lopatetska | 4-6,2-6 | |
| ITF - Ystad W25 | 06/22 08:40 | 25 | Caijsa W Hennemann v Irene Lavino | 6-4,5-7,6-3 | |
| ITF - Poertschach W25 | 06/14 11:10 | 25 | Caijsa W Hennemann v Andreea Amalia Rosca | 3-6,2-6 | |
| ITF - Annenheim W25 | 05/31 11:00 | 25 | [370] Caijsa W Hennemann v Sada Nahimana [301] | 1-6,6-7 | |
| ITF - Warmbad-Villach W25 | 05/18 07:55 | 25 | [329] Lea Boskovic v Caijsa W Hennemann [368] | 6-2,6-1 | |
| ITF - Varberg W25 | 05/13 09:00 | 27 | [495] Sofia Nami Samavati v Caijsa W Hennemann [380] | 6-2,6-0 | |
| ITF - Varberg W25 | 05/12 08:40 | 26 | Daria Lopatetska v Caijsa W Hennemann | 6-4,6-7,2-6 | |
| ITF - Varberg W25 | 05/11 08:30 | 25 | [401] Misaki Matsuda v Caijsa W Hennemann [380] | 2-6,3-6 | |
| ITF - Bastad W25 | 05/07 08:40 | 28 | [294] Irina Khromacheva v Caijsa W Hennemann [375] | 6-1,6-3 | |
| ITF - Bastad W25 | 05/06 08:45 | 27 | [375] Caijsa W Hennemann v Fanny Ostlund [480] | Retired | |
| ITF - Bastad W25 | 05/05 10:10 | 26 | Caijsa W Hennemann v Anna Gabric | 2-6,6-3,6-2 | |
| ITF - Bastad W25 | 05/03 11:25 | 25 | Caijsa W Hennemann v Maileen Nuudi | 6-0,6-4 | |
| ITF - Cairo W25 | 04/27 09:25 | 25 | [375] Caijsa W Hennemann v Mariia Tkacheva [491] | 2-6,3-6 | |
| Puchar Billie Jean King | 04/16 08:20 | 2 | [420] Elena Malygina v Caijsa W Hennemann [374] | 1-6,0-6 | |
| Puchar Billie Jean King | 04/14 08:25 | - | [374] Caijsa W Hennemann v Julia Grabher [198] | 7-6,7-5 | |
| Puchar Billie Jean King | 04/13 08:55 | 2 | [374] Caijsa W Hennemann v Viktoriya Tomova [112] | 1-6,1-6 | |
| Puchar Billie Jean King | 04/12 08:35 | 2 | [374] Caijsa W Hennemann v Mariam Bolkvadze [157] | 6-2,6-0 | |
| Puchar Billie Jean King | 04/11 08:20 | 1 | [374] Caijsa W Hennemann v Ana Konjuh [64] | 1-6,3-6 | |
| ITF - Loughborough W25 | 01/25 11:00 | 25 | Caijsa W Hennemann v Joanna Garland | 2-6,4-6 | |
| ITF - Manacor W25 | 01/19 13:20 | 25 | [493] Caijsa W Hennemann v Oksana Selekhmeteva [230] | 4-6,2-6 | |
| ITF - Bath W25 | 01/16 13:05 | 29 | Eliz Maloney v Caijsa W Hennemann | 1-6,5-7 | |
| ITF - Bath W25 | 01/15 09:55 | 28 | [493] Caijsa W Hennemann v Freya Christie [399] | 2-6,6-3,6-3 | |
| ITF - Bath W25 | 01/14 11:50 | 27 | Caijsa W Hennemann v Anna Ozerova | 6-2,6-2 | |
| ITF - Bath W25 | 01/13 14:50 | 26 | Caijsa W Hennemann v Amelia Bissett | 6-2,6-2 |